CN101717333B - Preparation method of (-)-di(p-toluoyl)tartaric acid - Google Patents
Preparation method of (-)-di(p-toluoyl)tartaric acid Download PDFInfo
- Publication number
- CN101717333B CN101717333B CN2009102127167A CN200910212716A CN101717333B CN 101717333 B CN101717333 B CN 101717333B CN 2009102127167 A CN2009102127167 A CN 2009102127167A CN 200910212716 A CN200910212716 A CN 200910212716A CN 101717333 B CN101717333 B CN 101717333B
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- CN
- China
- Prior art keywords
- reflux
- preparation
- paratolunitrile
- solvent
- reaction
- 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
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- 238000002360 preparation method Methods 0.000 title claims abstract description 19
- NTOIKDYVJIWVSU-UHFFFAOYSA-N 2,3-dihydroxy-2,3-bis(4-methylbenzoyl)butanedioic acid Chemical compound C1=CC(C)=CC=C1C(=O)C(O)(C(O)=O)C(O)(C(O)=O)C(=O)C1=CC=C(C)C=C1 NTOIKDYVJIWVSU-UHFFFAOYSA-N 0.000 title abstract 2
- 238000010992 reflux Methods 0.000 claims abstract description 20
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000002904 solvent Substances 0.000 claims abstract description 8
- 239000013078 crystal Substances 0.000 claims abstract description 5
- 239000003054 catalyst Substances 0.000 claims abstract description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 18
- VCZNNAKNUVJVGX-UHFFFAOYSA-N 4-methylbenzonitrile Chemical compound CC1=CC=C(C#N)C=C1 VCZNNAKNUVJVGX-UHFFFAOYSA-N 0.000 claims description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 12
- 125000005425 toluyl group Chemical group 0.000 claims description 12
- 229940095064 tartrate Drugs 0.000 claims description 8
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 6
- 235000011121 sodium hydroxide Nutrition 0.000 claims description 6
- 238000007664 blowing Methods 0.000 claims description 4
- MFIUDWFSVDFDDY-UHFFFAOYSA-M butyl(triphenyl)phosphanium;chloride Chemical compound [Cl-].C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(CCCC)C1=CC=CC=C1 MFIUDWFSVDFDDY-UHFFFAOYSA-M 0.000 claims description 4
- 239000007810 chemical reaction solvent Substances 0.000 claims description 4
- 238000002425 crystallisation Methods 0.000 claims description 4
- 230000008025 crystallization Effects 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 abstract description 8
- 238000000034 method Methods 0.000 abstract description 4
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 abstract description 2
- 235000002906 tartaric acid Nutrition 0.000 abstract description 2
- 238000005406 washing Methods 0.000 abstract description 2
- 238000001816 cooling Methods 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- 239000000047 product Substances 0.000 abstract 2
- 239000003513 alkali Substances 0.000 abstract 1
- 230000007935 neutral effect Effects 0.000 abstract 1
- 239000011265 semifinished product Substances 0.000 abstract 1
- 239000011975 tartaric acid Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- -1 toluyl tartrate Chemical compound 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Claims (4)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN2009102127167A CN101717333B (en) | 2009-10-30 | 2009-10-30 | Preparation method of (-)-di(p-toluoyl)tartaric acid |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN2009102127167A CN101717333B (en) | 2009-10-30 | 2009-10-30 | Preparation method of (-)-di(p-toluoyl)tartaric acid |
Publications (2)
Publication Number | Publication Date |
---|---|
CN101717333A CN101717333A (en) | 2010-06-02 |
CN101717333B true CN101717333B (en) | 2012-08-22 |
Family
ID=42431979
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN2009102127167A Expired - Fee Related CN101717333B (en) | 2009-10-30 | 2009-10-30 | Preparation method of (-)-di(p-toluoyl)tartaric acid |
Country Status (1)
Country | Link |
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CN (1) | CN101717333B (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104945259A (en) * | 2015-06-02 | 2015-09-30 | 安徽兴东化工有限公司 | Synthetic method of di(p-toluoyl)tartaric acid |
CN105330532B (en) * | 2015-12-14 | 2018-07-20 | 山东凯盛新材料股份有限公司 | To the preparation method of methyl benzoyl chloride |
CN105330531B (en) * | 2015-12-14 | 2018-03-16 | 山东凯盛新材料股份有限公司 | To the continuous production processes of methyl benzoyl chloride |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0600714A1 (en) * | 1992-11-30 | 1994-06-08 | Toray Industries, Inc. | Process for producing O,O'-diacyltartaric anhydride and process for producing O,O'-diacyltartaric acid |
-
2009
- 2009-10-30 CN CN2009102127167A patent/CN101717333B/en not_active Expired - Fee Related
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0600714A1 (en) * | 1992-11-30 | 1994-06-08 | Toray Industries, Inc. | Process for producing O,O'-diacyltartaric anhydride and process for producing O,O'-diacyltartaric acid |
Non-Patent Citations (3)
Title |
---|
曾善麟 等.左或右旋二对甲苯甲酰酒石酸合成工艺的改进.《化学试剂》.2002,第24卷(第5期),309、311. * |
贺蕴普 等.拆分剂(+ )-2, 3-二对甲苯甲酰氧丁二酸的合成.《化学试剂》.1999,第21卷(第2期),106-107. * |
贺蕴普等.拆分剂(+)-2 3-二对甲苯甲酰氧丁二酸的合成.《化学试剂》.1999 |
Also Published As
Publication number | Publication date |
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CN101717333A (en) | 2010-06-02 |
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Owner name: NANTONG OUTONG CONSTRUCTION MATERIALS CO., LTD. Free format text: FORMER OWNER: ZHOU CHENGYUN Effective date: 20131114 |
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Free format text: CORRECT: ADDRESS; FROM: 213034 CHANGZHOU, JIANGSU PROVINCE TO: 226300 NANTONG, JIANGSU PROVINCE |
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TR01 | Transfer of patent right |
Effective date of registration: 20131114 Address after: 226300, Jiangsu Province, Tongzhou District, Nantong Zhang Zhen Town, Tong Kai Bridge Village forty-three groups Patentee after: Nantong Outong building materials Co. Ltd. Address before: 213034, Parkson Road, Xinbei Town, Xinbei District, Jiangsu, Changzhou Patentee before: Zhou Chengyun |
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CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20120822 Termination date: 20191030 |
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CF01 | Termination of patent right due to non-payment of annual fee |