FR2446273A1 - N-methoxy-carbonyl 2-para-hydroxy-phenyl-glycine - prepd. by condensn. of glyoxylic acid and methyl carbamate in acetic acid and reaction of prod. with phenol and hydrogen chloride - Google Patents
N-methoxy-carbonyl 2-para-hydroxy-phenyl-glycine - prepd. by condensn. of glyoxylic acid and methyl carbamate in acetic acid and reaction of prod. with phenol and hydrogen chlorideInfo
- Publication number
- FR2446273A1 FR2446273A1 FR7900615A FR7900615A FR2446273A1 FR 2446273 A1 FR2446273 A1 FR 2446273A1 FR 7900615 A FR7900615 A FR 7900615A FR 7900615 A FR7900615 A FR 7900615A FR 2446273 A1 FR2446273 A1 FR 2446273A1
- Authority
- FR
- France
- Prior art keywords
- glycine
- reaction
- acid
- condensn
- prepd
- 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.)
- Granted
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Racemic N-methoxycarbonyl 2-(p-hydroxyphenyl)-glycine (I), is new. Used for the prepn. of DL-2-(p-hydroxyphenyl)-glycine (II) by alkaline hydrolysis of (I). (II) is an intermediate used to prepare semi-synthetic penicillins etc. (I) is prepd. by condensn. of glyoxylic acid with excess (=25%) methyl carbamate in acetic acid at room temp. and then reaction of this prod. in the same medium without isolation, with excess (10-500%) phenol and an equimolecular quantity of hydrogen chloride. The reaction mixt. is concn. to half its vol. and treated with chloroform to produce a suspension which is filtered to isolate (I). A further crop of (I) may be obtd. by heating the mother liquors at reflux with azeotropic distillation of water, in the presence of a strong acid (pref. p-toluene sulphonic acid), and filtration of the obtd. suspension.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7900615A FR2446273A1 (en) | 1979-01-11 | 1979-01-11 | N-methoxy-carbonyl 2-para-hydroxy-phenyl-glycine - prepd. by condensn. of glyoxylic acid and methyl carbamate in acetic acid and reaction of prod. with phenol and hydrogen chloride |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7900615A FR2446273A1 (en) | 1979-01-11 | 1979-01-11 | N-methoxy-carbonyl 2-para-hydroxy-phenyl-glycine - prepd. by condensn. of glyoxylic acid and methyl carbamate in acetic acid and reaction of prod. with phenol and hydrogen chloride |
Publications (2)
Publication Number | Publication Date |
---|---|
FR2446273A1 true FR2446273A1 (en) | 1980-08-08 |
FR2446273B1 FR2446273B1 (en) | 1982-07-09 |
Family
ID=9220628
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR7900615A Granted FR2446273A1 (en) | 1979-01-11 | 1979-01-11 | N-methoxy-carbonyl 2-para-hydroxy-phenyl-glycine - prepd. by condensn. of glyoxylic acid and methyl carbamate in acetic acid and reaction of prod. with phenol and hydrogen chloride |
Country Status (1)
Country | Link |
---|---|
FR (1) | FR2446273A1 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2769310A1 (en) * | 1997-10-08 | 1999-04-09 | Rhodia Chimie Sa | A new process for the amidoalkylation of a phenolic compound substituted with an electron donor group |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2253738A1 (en) * | 1973-12-06 | 1975-07-04 | Smithkline Corp |
-
1979
- 1979-01-11 FR FR7900615A patent/FR2446273A1/en active Granted
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2253738A1 (en) * | 1973-12-06 | 1975-07-04 | Smithkline Corp |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2769310A1 (en) * | 1997-10-08 | 1999-04-09 | Rhodia Chimie Sa | A new process for the amidoalkylation of a phenolic compound substituted with an electron donor group |
WO1999018064A1 (en) * | 1997-10-08 | 1999-04-15 | Rhodia Chimie | Method for functionalizing a phenolic compound bearing an electron-donor group |
CN100366604C (en) * | 1997-10-08 | 2008-02-06 | 罗狄亚化学公司 | Method for functionalizing phenolic compound bearing electron-donor group |
Also Published As
Publication number | Publication date |
---|---|
FR2446273B1 (en) | 1982-07-09 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
ST | Notification of lapse |