JPS5668641A - Preparation of hydroxymandelic acids - Google Patents
Preparation of hydroxymandelic acidsInfo
- Publication number
- JPS5668641A JPS5668641A JP14488879A JP14488879A JPS5668641A JP S5668641 A JPS5668641 A JP S5668641A JP 14488879 A JP14488879 A JP 14488879A JP 14488879 A JP14488879 A JP 14488879A JP S5668641 A JPS5668641 A JP S5668641A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- formula
- titled compound
- organic amines
- preparation
- 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.)
- Pending
Links
- VKVOJYUPJRVDPP-UHFFFAOYSA-N 2,2-dihydroxy-2-phenylacetic acid Chemical class OC(=O)C(O)(O)C1=CC=CC=C1 VKVOJYUPJRVDPP-UHFFFAOYSA-N 0.000 title 1
- HHLFWLYXYJOTON-UHFFFAOYSA-N glyoxylic acid Chemical compound OC(=O)C=O HHLFWLYXYJOTON-UHFFFAOYSA-N 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- 150000001412 amines Chemical class 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 239000000575 pesticide Substances 0.000 abstract 1
- 150000002989 phenols Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 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
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
PURPOSE: To prepare the titled compound useful as a synthetic intermediate of pesticides and pharmaceuticals, in high yield, by reacting glyoxylic acid with phenols in the presence of organic amines.
CONSTITUTION: Glyoxylic acid is made to react with a phenol of formula I (R1 and R2 are H, halogen, alkyl, alkoxy, etc.) in the presence of an organic amine (e.g. trimethylamine, piperidine, etc.) at or above room temperature, pref. at 65W90°C for 10W30hr. The pH of the produced liquid is adjusted to 1W3 by adding a mineral acid such as hydrochloric acid and sulfuric acid, and the unreacted phenol is extracted with a solvent such as benzene and removed to obtain the titled compound of formula II. The production of the objective compound is utterly impossible in the absence of the organic amines.
COPYRIGHT: (C)1981,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14488879A JPS5668641A (en) | 1979-11-07 | 1979-11-07 | Preparation of hydroxymandelic acids |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14488879A JPS5668641A (en) | 1979-11-07 | 1979-11-07 | Preparation of hydroxymandelic acids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS5668641A true JPS5668641A (en) | 1981-06-09 |
Family
ID=15372686
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14488879A Pending JPS5668641A (en) | 1979-11-07 | 1979-11-07 | Preparation of hydroxymandelic acids |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5668641A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02178251A (en) * | 1988-11-08 | 1990-07-11 | Soc Fr Hoechst | New industrial preparation of sodium parahydroxymandelate |
| US7737286B2 (en) | 2003-09-19 | 2010-06-15 | Kyung-In Synthetic Corporation | α-Hydroxy-benzeneacetic acid derivatives, and compounds having two 5-membered latone rings fused to central cyclohexa-1,4-diene nucleus based upon the same, and uses of the compounds |
-
1979
- 1979-11-07 JP JP14488879A patent/JPS5668641A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02178251A (en) * | 1988-11-08 | 1990-07-11 | Soc Fr Hoechst | New industrial preparation of sodium parahydroxymandelate |
| US7737286B2 (en) | 2003-09-19 | 2010-06-15 | Kyung-In Synthetic Corporation | α-Hydroxy-benzeneacetic acid derivatives, and compounds having two 5-membered latone rings fused to central cyclohexa-1,4-diene nucleus based upon the same, and uses of the compounds |
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