GB952591A - Derivatives of 4:4-bis(4-hydroxyphenyl)-pentanoic acid and methods of preparing the same - Google Patents

Derivatives of 4:4-bis(4-hydroxyphenyl)-pentanoic acid and methods of preparing the same

Info

Publication number
GB952591A
GB952591A GB1753159A GB1753159A GB952591A GB 952591 A GB952591 A GB 952591A GB 1753159 A GB1753159 A GB 1753159A GB 1753159 A GB1753159 A GB 1753159A GB 952591 A GB952591 A GB 952591A
Authority
GB
United Kingdom
Prior art keywords
hydroxyphenyl
bis
alkyl
pentanoic acid
hydrogen
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
GB1753159A
Inventor
Leslie Frederick Wiggins
Ronald Ernest Rodway
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.)
Aspro Nicholas Ltd
Original Assignee
Aspro Nicholas Ltd
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 Aspro Nicholas Ltd filed Critical Aspro Nicholas Ltd
Priority to GB1753159A priority Critical patent/GB952591A/en
Publication of GB952591A publication Critical patent/GB952591A/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

Abstract

The invention comprises compounds of the formula: <FORM:0952591/C2/1> (wherein R is hydrogen or a lower alkyl group and, when R is hydrogen, A is -COOR1 or -CONR2R3, R1 being an alkyl group of 3 to 8 carbon atoms and R2 and R3 together with the nitrogen atom forming a 5- or 6-membered saturated heterocyclic ring optionally containing a further hetero atom, or, when R is lower alkyl, A is -COOH, -COOR4 or -COO(CH2)nNR2R3, R4 being an alkyl group of 1 to 8 carbon atoms and n being 2, 3 or 4, the word "lower" referring to groups containing at most 4 carbon atoms) and acid-addition and quaternary ammonium salts of the amines; their preparation (1) when R is hydrogen and A is -COOR1, by esterifying 4, 4-bis(41-hydroxyphenyl)-pentanoic acid with the alcohol R1OH in presence of an esterification catalyst; or (2) when R is hydrogen and A is -CONR2R3, by reacting an alkyl ester of 4, 4-bis (41-hydroxyphenyl)-pentanoic acid with the amine NHR2R3; or (3) when R is alkyl and A is -COOH, by etherifying 4, 4-bis (41-hydroxyphenyl)-pentanoic acid with a dialkyl sulphate and separating the desired product from the reaction mixture by alkaline extraction; or (4) when R is alkyl and A is -COOR4, R and R4 being the same, by the method of (3), the required ether-esters being separated from the main product i.e. ether-acids, by alkaline extraction of the latter; or (5) when R is alkyl and A is -COOR4, R and R4 being different, by direct esterification of the products of (3) with an excess of the alcohol R4OH in presence of an acid catalyst; or (6) when R is alkyl and A is -COO (CH2)nNR2R3, by reacting an alkali metal salt of the products of (3) with the appropriate alkylamino halide. The invention also comprises the preparation of 4, 4-bis (41-hydroxyphenyl)-pentamide by reacting a corresponding alkyl ester with aqueous ammonia at room temperature. Detailed examples are provided. The above derivatives of 4, 4-bis (41-hydroxyphenyl)-pentanoic acid, which are stated to be of value as therapeutics, may be made up into pharmaceutical compositions with suitable carriers. Specifications 828,703 and 952,592 are referred to.
GB1753159A 1959-05-22 1959-05-22 Derivatives of 4:4-bis(4-hydroxyphenyl)-pentanoic acid and methods of preparing the same Expired GB952591A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1753159A GB952591A (en) 1959-05-22 1959-05-22 Derivatives of 4:4-bis(4-hydroxyphenyl)-pentanoic acid and methods of preparing the same

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1753159A GB952591A (en) 1959-05-22 1959-05-22 Derivatives of 4:4-bis(4-hydroxyphenyl)-pentanoic acid and methods of preparing the same

Publications (1)

Publication Number Publication Date
GB952591A true GB952591A (en) 1964-03-18

Family

ID=10096801

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1753159A Expired GB952591A (en) 1959-05-22 1959-05-22 Derivatives of 4:4-bis(4-hydroxyphenyl)-pentanoic acid and methods of preparing the same

Country Status (1)

Country Link
GB (1) GB952591A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2228448A1 (en) * 1972-06-10 1973-12-13 Hoechst Ag METABOLIZING DERIVATIVES OF BIS (4-HYDROXY-PHENYL) -ALKANIC ACIDS AND THE METHOD FOR THEIR PRODUCTION
WO1981003021A1 (en) * 1980-04-21 1981-10-29 Akzo Nv Bis-hydroxybenzyl derivatives,processes for their preparation and pharmaceutical composition containing same

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2228448A1 (en) * 1972-06-10 1973-12-13 Hoechst Ag METABOLIZING DERIVATIVES OF BIS (4-HYDROXY-PHENYL) -ALKANIC ACIDS AND THE METHOD FOR THEIR PRODUCTION
FR2187355A1 (en) * 1972-06-10 1974-01-18 Hoechst Ag
WO1981003021A1 (en) * 1980-04-21 1981-10-29 Akzo Nv Bis-hydroxybenzyl derivatives,processes for their preparation and pharmaceutical composition containing same

Similar Documents

Publication Publication Date Title
GB952591A (en) Derivatives of 4:4-bis(4-hydroxyphenyl)-pentanoic acid and methods of preparing the same
GB804193A (en) Improvements in or relating to iminodibenzyl compounds
GB831920A (en) New phenthiazine derivatives and processes for their preparation
US2738363A (en) Process for the production of alpha-beta diaminopropionic acid esters
GB913578A (en) Preparation of tetracycline and tetracycline-urea compounds
ES271134A1 (en) Method of producing dibenzo (a, d) cyclohepta (1, 4) dienes
GB1439378A (en)
GB771151A (en) Method for the preparation of aminoacyl-anilides
GB729967A (en) Isonicotinic acid derivatives and process for the manufacture thereof
GB813218A (en) Nor-tropines and nor-pseudo-tropines and process for their production
GB774463A (en) Alkaloid derivatives and process for their manufacture
GB852974A (en) Ethers and means for producing the same
GB940697A (en) Monomeric phosphorous acid-alkanolamine derivatives and complexes thereof with aldehyde condensation products
GB952592A (en) Derivatives of 4:4-bis(4-hydroxyphenyl)-pentanoic acid and methods of preparing the same
GB886613A (en) Manufacture of tetrahydro-ú+ú=ºaquinoline derivatives
GB864208A (en) Novel pyridine and quinoline derivatives and the manufacture thereof
ES262759A1 (en) A method for the preparation of n, n, n-triethylenethiophosphoramide
GB869474A (en) Dialkylamides of alpha-substituted fatty acids
GB945856A (en) Improvements in tertiary aniline compounds, and processes of making the same
GB833908A (en) Novel acid hydrazides and a process for the manufacture of same
GB1073770A (en) Pyridazone derivatives and process for their preparation
GB835860A (en) A method of producing pharmaceutically active tropinyl ethers
GB860404A (en) A process for preparing heterocyclic tertiary amines
GB839057A (en) Preparation of 4-ú¯-butyl-2-phenyl-pyrazolidine-3:5-dione and 1-alkyl substituents thereof
GB990627A (en) Method of preparing non-migratory colour couplers for yellow