CN101768141B - Method for preparing alpha-acetyl-gamma-butyrolactone - Google Patents
Method for preparing alpha-acetyl-gamma-butyrolactone Download PDFInfo
- Publication number
- CN101768141B CN101768141B CN2010100333497A CN201010033349A CN101768141B CN 101768141 B CN101768141 B CN 101768141B CN 2010100333497 A CN2010100333497 A CN 2010100333497A CN 201010033349 A CN201010033349 A CN 201010033349A CN 101768141 B CN101768141 B CN 101768141B
- Authority
- CN
- China
- Prior art keywords
- butyrolactone
- gamma
- catalyzer
- add
- toluene
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- OMQHDIHZSDEIFH-UHFFFAOYSA-N 3-Acetyldihydro-2(3H)-furanone Chemical compound CC(=O)C1CCOC1=O OMQHDIHZSDEIFH-UHFFFAOYSA-N 0.000 title claims abstract description 10
- 238000000034 method Methods 0.000 title abstract description 13
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims abstract description 54
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 claims abstract description 30
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000000047 product Substances 0.000 claims abstract description 12
- 238000006386 neutralization reaction Methods 0.000 claims abstract description 10
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims abstract description 9
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims abstract description 9
- 238000005917 acylation reaction Methods 0.000 claims abstract description 8
- 238000004821 distillation Methods 0.000 claims abstract description 8
- 239000006227 byproduct Substances 0.000 claims abstract description 7
- 239000000463 material Substances 0.000 claims abstract description 6
- 239000000203 mixture Substances 0.000 claims abstract description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 27
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
- 239000003795 chemical substances by application Substances 0.000 claims description 12
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 8
- 239000012074 organic phase Substances 0.000 claims description 8
- 238000010992 reflux Methods 0.000 claims description 7
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 238000000605 extraction Methods 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000011259 mixed solution Substances 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- 239000000284 extract Substances 0.000 claims description 3
- 238000009413 insulation Methods 0.000 claims description 3
- 238000010926 purge Methods 0.000 claims description 3
- 238000013019 agitation Methods 0.000 claims description 2
- 239000008346 aqueous phase Substances 0.000 claims description 2
- 239000012299 nitrogen atmosphere Substances 0.000 claims description 2
- 238000005191 phase separation Methods 0.000 claims description 2
- 238000003825 pressing Methods 0.000 claims description 2
- 230000000007 visual effect Effects 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
- 238000006243 chemical reaction Methods 0.000 abstract description 14
- 238000004519 manufacturing process Methods 0.000 abstract description 12
- 239000002994 raw material Substances 0.000 abstract description 10
- 239000002904 solvent Substances 0.000 abstract description 9
- 238000003912 environmental pollution Methods 0.000 abstract description 8
- 230000008901 benefit Effects 0.000 abstract description 4
- 229910052708 sodium Inorganic materials 0.000 abstract description 3
- 239000011734 sodium Substances 0.000 abstract description 3
- 239000003054 catalyst Substances 0.000 abstract description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- 239000012345 acetylating agent Substances 0.000 abstract 1
- 230000010933 acylation Effects 0.000 abstract 1
- 238000002485 combustion reaction Methods 0.000 abstract 1
- 238000002844 melting Methods 0.000 abstract 1
- 230000008018 melting Effects 0.000 abstract 1
- 230000036632 reaction speed Effects 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 235000019439 ethyl acetate Nutrition 0.000 description 15
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 150000003016 phosphoric acids Chemical class 0.000 description 4
- 239000003814 drug Substances 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000002360 explosive Substances 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- -1 α-ethanoyl Chemical group 0.000 description 2
- WHTVZRBIWZFKQO-AWEZNQCLSA-N (S)-chloroquine Chemical compound ClC1=CC=C2C(N[C@@H](C)CCCN(CC)CC)=CC=NC2=C1 WHTVZRBIWZFKQO-AWEZNQCLSA-N 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- WRQNANDWMGAFTP-UHFFFAOYSA-N Methylacetoacetic acid Chemical compound COC(=O)CC(C)=O WRQNANDWMGAFTP-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052728 basic metal Inorganic materials 0.000 description 1
- 150000003818 basic metals Chemical class 0.000 description 1
- 229960003677 chloroquine Drugs 0.000 description 1
- WHTVZRBIWZFKQO-UHFFFAOYSA-N chloroquine Natural products ClC1=CC=C2C(NC(C)CCCN(CC)CC)=CC=NC2=C1 WHTVZRBIWZFKQO-UHFFFAOYSA-N 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000002309 gasification Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Landscapes
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Description
Claims (1)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN2010100333497A CN101768141B (en) | 2010-01-05 | 2010-01-05 | Method for preparing alpha-acetyl-gamma-butyrolactone |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN2010100333497A CN101768141B (en) | 2010-01-05 | 2010-01-05 | Method for preparing alpha-acetyl-gamma-butyrolactone |
Publications (2)
Publication Number | Publication Date |
---|---|
CN101768141A CN101768141A (en) | 2010-07-07 |
CN101768141B true CN101768141B (en) | 2011-12-07 |
Family
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Family Applications (1)
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CN2010100333497A Expired - Fee Related CN101768141B (en) | 2010-01-05 | 2010-01-05 | Method for preparing alpha-acetyl-gamma-butyrolactone |
Country Status (1)
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CN (1) | CN101768141B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107857745A (en) * | 2017-12-12 | 2018-03-30 | 安徽国星生物化学有限公司 | A kind of synthetic method of α acetyl group gamma butyrolactone |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102030729B (en) * | 2010-11-04 | 2012-05-23 | 山西大学 | Preparation method of alpha-acetyl-gamma-butyrolactone |
CN102229586B (en) * | 2011-05-13 | 2012-12-19 | 山西三维集团股份有限公司 | Preparation method for alpha-acetyl-gamma-butyrolactone |
CN102617520A (en) * | 2012-03-06 | 2012-08-01 | 山西大学 | Process for preparing alpha-acetyl-gamma-butyrolactone for co-production of various phosphates |
CN102992930B (en) * | 2012-12-15 | 2014-12-31 | 福州大学 | Recovery process and separation device of toluene solvent in production process of alpha-acetyl-gamma butyrolactone |
CN108129423A (en) * | 2018-02-09 | 2018-06-08 | 东北制药集团股份有限公司 | A kind of method for preparing α-acetyl-gamma-butyrolacton |
CN109111337B (en) * | 2018-10-31 | 2024-04-09 | 福建技术师范学院 | Separation equipment and method for mixed solvent containing toluene, ethyl acetate, ethanol and the like |
CN111018810B (en) * | 2019-12-13 | 2021-09-14 | 浙江联盛化学股份有限公司 | Device and method for continuously producing alpha-acetyl-gamma-butyrolactone |
CN110804031B (en) * | 2019-12-13 | 2021-09-14 | 浙江联盛化学股份有限公司 | Synthetic method of alpha-acetyl-gamma-butyrolactone |
CN114835661A (en) * | 2022-05-07 | 2022-08-02 | 南京杰运医药科技有限公司 | Industrial preparation method of a-acetyl-r-butyrolactone |
CN115417838A (en) * | 2022-08-16 | 2022-12-02 | 上海博纳赛恩医药研发有限公司 | Process for preparing alpha-acetyl-gamma-butyrolactone |
-
2010
- 2010-01-05 CN CN2010100333497A patent/CN101768141B/en not_active Expired - Fee Related
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107857745A (en) * | 2017-12-12 | 2018-03-30 | 安徽国星生物化学有限公司 | A kind of synthetic method of α acetyl group gamma butyrolactone |
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CN101768141A (en) | 2010-07-07 |
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Free format text: FORMER OWNER: SHOUYANG CENTURY FINE CHEMICALS CO., LTD. Effective date: 20130617 Owner name: SHOUYANG CENTURY FINE CHEMICALS CO., LTD. Free format text: FORMER OWNER: SHANXI UNIVERISTY Effective date: 20130617 |
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Free format text: CORRECT: ADDRESS; FROM: 030006 TAIYUAN, SHAANXI PROVINCE TO: 045400 JINZHONG, SHAANXI PROVINCE |
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Effective date of registration: 20130617 Address after: 045400, Jinzhong County, Shanxi City, Shouyang Province Ping Township Xi'an public village Patentee after: SHOUYANG COUNTY CENTURY FINE CHEMICAL Co.,Ltd. Address before: 030006 Taiyuan, Xiaodian District, Shanxi City Road, No. 92 Patentee before: SHANXI University Patentee before: SHOUYANG COUNTY CENTURY FINE CHEMICAL Co.,Ltd. |
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Effective date of registration: 20210105 Address after: 030009 No. 401, unit 5, No. 6, shengliqiao East Road, Xinghualing District, Taiyuan City, Shanxi Province Patentee after: Ju Caixia Address before: 045400 Ping Shu Xiang Xi'an Gong Cun, Shouyang County, Jinzhong City, Shanxi Province Patentee before: SHOUYANG COUNTY CENTURY FINE CHEMICAL Co.,Ltd. |
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CF01 | Termination of patent right due to non-payment of annual fee |