GB1032879A - Process for preparing substituted acetic acids - Google Patents

Process for preparing substituted acetic acids

Info

Publication number
GB1032879A
GB1032879A GB1854865A GB1854865A GB1032879A GB 1032879 A GB1032879 A GB 1032879A GB 1854865 A GB1854865 A GB 1854865A GB 1854865 A GB1854865 A GB 1854865A GB 1032879 A GB1032879 A GB 1032879A
Authority
GB
United Kingdom
Prior art keywords
yield
chloral
carbinol
denotes
alkali
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
Application number
GB1854865A
Inventor
Pierre Crooy
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.)
RIT RECH IND THERAPEUT
Original Assignee
RIT RECH IND THERAPEUT
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.)
Filing date
Publication date
Application filed by RIT RECH IND THERAPEUT filed Critical RIT RECH IND THERAPEUT
Priority to GB1854865A priority Critical patent/GB1032879A/en
Priority to BE679589D priority patent/BE679589A/xx
Priority to FR59997A priority patent/FR1478189A/en
Publication of GB1032879A publication Critical patent/GB1032879A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
    • C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/093—Preparation of carboxylic acids or their salts, halides or anhydrides by hydrolysis of —CX3 groups, X being halogen

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Acetic acid derivatives of the formula <FORM:1032879/C2/1> in which R denotes a straight- or branched-chain alkyl group of 1-4 carbon atoms, M denotes hydrogen or an alkali metal, and X1 and X2 denote hydrogen or chlorine, except that X1 does not denote hydrogen if X2 denotes chlorine, are prepared by a process comprising (1) reacting benzene or an appropriate chlorobenzene with a trihalogen acetaldehyde under anhydrous conditions in the presence of a Friedel-Crafts catalyst, (2) hydrolysing the produet to yield the corresponding carbinol, (3) treating the carbinol with a solution of an appropriate alkanol in an alkali-metal hydroxide or alkoxide and (4) optionally converting the alkali salt so obtained into the free acid. Thus, in Example 1, benzene is reacted with chloral in the presence of aluminium chloride and the product is hydrolysed to yield phenyltrichloromethyl carbinol; the latter is treated with a methanolic sodium hydroxide solution to yield the sodium salt of a -methoxyphenylacetic acid, which may then be acidified to yield the free acid. Other examples describe the similar manufacture of products from (1) monochlorobenzene and chloral, followed by reaction with methanol and (2) o-dichlorobenzene and chloral, followed by reaction with methanol, ethanol, propanol or isopropanol.
GB1854865A 1965-05-03 1965-05-03 Process for preparing substituted acetic acids Expired GB1032879A (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
GB1854865A GB1032879A (en) 1965-05-03 1965-05-03 Process for preparing substituted acetic acids
BE679589D BE679589A (en) 1965-05-03 1966-04-15
FR59997A FR1478189A (en) 1965-05-03 1966-05-03 Process for the preparation of phenylacetic acid derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1854865A GB1032879A (en) 1965-05-03 1965-05-03 Process for preparing substituted acetic acids

Publications (1)

Publication Number Publication Date
GB1032879A true GB1032879A (en) 1966-06-15

Family

ID=10114324

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1854865A Expired GB1032879A (en) 1965-05-03 1965-05-03 Process for preparing substituted acetic acids

Country Status (2)

Country Link
BE (1) BE679589A (en)
GB (1) GB1032879A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4268687A (en) * 1979-11-07 1981-05-19 Hooker Chemicals & Plastics Corp. Method of making methyl and ethyl esters of (3-trifluoromethylphenyl)-acetic acid

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4268687A (en) * 1979-11-07 1981-05-19 Hooker Chemicals & Plastics Corp. Method of making methyl and ethyl esters of (3-trifluoromethylphenyl)-acetic acid

Also Published As

Publication number Publication date
BE679589A (en) 1966-10-17

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