JPH0529339B2 - - Google Patents

Info

Publication number: JPH0529339B2
Authority: JP; Japan
Prior art keywords: hydroxybenzaldehyde; reaction; phenol; salicylaldehyde; aqueous solution
Prior art date: 1987-07-31
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 - Lifetime

Application number

JP62193139A

Other languages

English (en)

Japanese (ja)

Other versions

JPS6438039A (en

Inventor

Eisaku Nomura

Hisaji Taniguchi

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Wakayama Prefecture

Original Assignee

Wakayama Prefecture

Priority date (The priority date 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 date listed.)

1987-07-31

Filing date

1987-07-31

Publication date

1993-04-30

1987-07-31 Application filed by Wakayama Prefecture filed Critical Wakayama Prefecture

1987-07-31 Priority to JP62193139A priority Critical patent/JPS6438039A/ja

1989-02-08 Publication of JPS6438039A publication Critical patent/JPS6438039A/ja

1993-04-30 Publication of JPH0529339B2 publication Critical patent/JPH0529339B2/ja

Status Granted legal-status Critical Current

Links

RGHHSNMVTDWUBI-UHFFFAOYSA-N 4-hydroxybenzaldehyde Chemical compound OC1=CC=C(C=O)C=C1 RGHHSNMVTDWUBI-UHFFFAOYSA-N 0.000 claims description 77
238000004519 manufacturing process Methods 0.000 claims description 11
SMQUZDBALVYZAC-UHFFFAOYSA-N salicylaldehyde Chemical compound OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 0.000 description 30
238000006243 chemical reaction Methods 0.000 description 20
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 19
239000007864 aqueous solution Substances 0.000 description 16
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 15
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 14
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
229920001223 polyethylene glycol Polymers 0.000 description 12
238000000034 method Methods 0.000 description 11
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 10
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
238000000605 extraction Methods 0.000 description 7
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
239000007795 chemical reaction product Substances 0.000 description 5
239000012071 phase Substances 0.000 description 5
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
239000003513 alkali Substances 0.000 description 4
239000003054 catalyst Substances 0.000 description 4
239000002035 hexane extract Substances 0.000 description 4
239000003444 phase transfer catalyst Substances 0.000 description 4
-1 phenoxide ion Chemical group 0.000 description 4
238000004445 quantitative analysis Methods 0.000 description 4
229910052684 Cerium Inorganic materials 0.000 description 3
230000002378 acidificating effect Effects 0.000 description 3
125000000217 alkyl group Chemical group 0.000 description 3
230000000052 comparative effect Effects 0.000 description 3
125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
239000000543 intermediate Substances 0.000 description 3
230000035484 reaction time Effects 0.000 description 3
TWADJGWUKGOPFG-UHFFFAOYSA-N 2-methoxy-5-methyl-1,3-diphenylbenzene Chemical compound COC1=C(C=2C=CC=CC=2)C=C(C)C=C1C1=CC=CC=C1 TWADJGWUKGOPFG-UHFFFAOYSA-N 0.000 description 2
229920000858 Cyclodextrin Polymers 0.000 description 2
UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
239000008346 aqueous phase Substances 0.000 description 2
125000004432 carbon atom Chemical group C* 0.000 description 2
239000013078 crystal Substances 0.000 description 2
230000000694 effects Effects 0.000 description 2
150000002500 ions Chemical class 0.000 description 2
230000001590 oxidative effect Effects 0.000 description 2
239000000047 product Substances 0.000 description 2
238000000746 purification Methods 0.000 description 2
HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
OTBHDFWQZHPNPU-UHFFFAOYSA-N 1,2,3,4-tetrahydroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1CCCC2 OTBHDFWQZHPNPU-UHFFFAOYSA-N 0.000 description 1
XPCZSIPRUSOJFO-UHFFFAOYSA-N 1,4,4a,9a-tetrahydroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2C1CC=CC2 XPCZSIPRUSOJFO-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
229930192627 Naphthoquinone Natural products 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
238000007013 Reimer-Tiemann formylation reaction Methods 0.000 description 1
150000008044 alkali metal hydroxides Chemical class 0.000 description 1
239000012670 alkaline solution Substances 0.000 description 1
125000003545 alkoxy group Chemical group 0.000 description 1
239000002585 base Substances 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
239000007806 chemical reaction intermediate Substances 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
238000011109 contamination Methods 0.000 description 1
PFBUKDPBVNJDEW-UHFFFAOYSA-N dichlorocarbene Chemical class Cl[C]Cl PFBUKDPBVNJDEW-UHFFFAOYSA-N 0.000 description 1
229920001971 elastomer Polymers 0.000 description 1
229940094506 lauryl betaine Drugs 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
DVEKCXOJTLDBFE-UHFFFAOYSA-N n-dodecyl-n,n-dimethylglycinate Chemical compound CCCCCCCCCCCC[N+](C)(C)CC([O-])=O DVEKCXOJTLDBFE-UHFFFAOYSA-N 0.000 description 1
150000002791 naphthoquinones Chemical class 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
150000003242 quaternary ammonium salts Chemical class 0.000 description 1
239000000243 solution Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
230000002194 synthesizing effect Effects 0.000 description 1

Classifications

- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts

Landscapes

Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

JP62193139A 1987-07-31 1987-07-31 Production of 4-hydroxybenzaldehyde Granted JPS6438039A (en)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP62193139A JPS6438039A (en)	1987-07-31	1987-07-31	Production of 4-hydroxybenzaldehyde

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP62193139A JPS6438039A (en)	1987-07-31	1987-07-31	Production of 4-hydroxybenzaldehyde

Publications (2)

Publication Number	Publication Date
JPS6438039A JPS6438039A (en)	1989-02-08
JPH0529339B2 true JPH0529339B2 (sk)	1993-04-30

Family

ID=16302930

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP62193139A Granted JPS6438039A (en)	1987-07-31	1987-07-31	Production of 4-hydroxybenzaldehyde

Country Status (1)

Country	Link
JP (1)	JPS6438039A (sk)

1987
- 1987-07-31 JP JP62193139A patent/JPS6438039A/ja active Granted

Also Published As

Publication number	Publication date
JPS6438039A (en)	1989-02-08

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