GB1202762A - Esters of substituted benzyl alcohols and polyphenols prepared from said esters - Google Patents

Esters of substituted benzyl alcohols and polyphenols prepared from said esters

Info

Publication number
GB1202762A
GB1202762A GB4712568A GB4712568A GB1202762A GB 1202762 A GB1202762 A GB 1202762A GB 4712568 A GB4712568 A GB 4712568A GB 4712568 A GB4712568 A GB 4712568A GB 1202762 A GB1202762 A GB 1202762A
Authority
GB
United Kingdom
Prior art keywords
esters
hydroxybenzyl
yield
substituted benzyl
reaction
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
GB4712568A
Inventor
John Warcup Cornforth
Norman Stanley Waly
Vivian Alexander Moffatt
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.)
Shell Internationale Research Maatschappij BV
Original Assignee
Shell Internationale Research Maatschappij BV
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 Shell Internationale Research Maatschappij BV filed Critical Shell Internationale Research Maatschappij BV
Priority to IE83969A priority Critical patent/IE32891B1/en
Priority to NL6909355.A priority patent/NL167150C/en
Priority to DE1931062A priority patent/DE1931062C3/en
Priority to ES368548A priority patent/ES368548A1/en
Priority to DK330069AA priority patent/DK125387B/en
Priority to AT582869A priority patent/AT296273B/en
Priority to FR6920509A priority patent/FR2011384A1/en
Priority to CH938969A priority patent/CH508568A/en
Priority to SE08745/69A priority patent/SE354844B/xx
Priority to BE734816D priority patent/BE734816A/xx
Priority to NO253869A priority patent/NO123351B/no
Publication of GB1202762A publication Critical patent/GB1202762A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1,202,762. Esters of substituted benzyl alcohols; polyphenols. SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ N.V. 9 May, 1969 [21 June, 1968; 4 Oct., 1968], Nos. 29671/68 and 47125/68. Heading C2C. Esters of 3,5 - dialkyl,- 4 - hydroxybenzyl alcohols are obtained by reacting a 2,6 - dialkylphenol with formaldehyde (or a polymer thereof) and a carboxylic acid in the presence of a secondary amine. Examples describe the reaction of 2,6 - di - t. - butylphenol with paraformaldehyde and acetic acid in the presence of diethylamine to yield 2,6 - di - t. - butyl - 4 - hydroxybenzyl acetate. The products yield 1,3,5 - triallyl - 2,4,6 - tris(3,5 - dialkyl - 4 - hydroxybenzyl) benzenes (cf. Specification 920,476) when reacted with 1,3,5 - trialkyl - benzenes in the presence of sulphuric acid and an inert organic solvent, and in this reaction the benzyl ester may be used as the crude reaction product or it may first be diluted with a water-immiscible organic solvent and then extracted one or more times with water. In examples, the product of the preceding examples is reacted with mesitylene to yield 1,3,5 - trimethyl - 2,4,6 - tris(3,5 - di - t. - butyl - 4 - hydroxybenzyl) benzene.
GB4712568A 1968-06-21 1968-06-21 Esters of substituted benzyl alcohols and polyphenols prepared from said esters Expired GB1202762A (en)

Priority Applications (11)

Application Number Priority Date Filing Date Title
IE83969A IE32891B1 (en) 1968-06-21 1969-06-19 Esters of substituted benzyl alcohols and polyphenols prepared from said esters
NL6909355.A NL167150C (en) 1968-06-21 1969-06-19 PROCESS FOR PREPARING A CARBONIC ACID ESTER OF 3,5-DIALKYL-4-HYDROXYBENZYL ALCOHOL AND PROCESS FOR PREPARING A 1,3,5-TRIALKYL-2,4,6-TRIS (3,5-DIALKYL -4-HYDROXYBENZYL) - BENZENE.
DE1931062A DE1931062C3 (en) 1968-06-21 1969-06-19 Process for the preparation of 133-trialkyl-2,4,6-tris- (3 ^ dialkyl-4-hydroxybenzyl) -benzenes
ES368548A ES368548A1 (en) 1968-06-21 1969-06-19 A procedure for preparing 1,3,5-tricloroalcohil-2,4,6tris - (3,5-dialcohil-4-hydroxibencil) -benzene. (Machine-translation by Google Translate, not legally binding)
DK330069AA DK125387B (en) 1968-06-21 1969-06-19 Process for the preparation of 1,3,5-trialkyl-2,4,6-tris- (3,5-dialkyl-4-hydroxybenzyl) -benzenes.
AT582869A AT296273B (en) 1968-06-21 1969-06-19 Process for the preparation of 1,3,5-trialkyl-2,4,6-tris (3,5-dialkyl-4-hydroxybenzyl) benzenes
FR6920509A FR2011384A1 (en) 1968-06-21 1969-06-19 Process for prepn. of 1,3,5-trailky-2,4,6-tris (3,5-dialkyl-4-hydroxybenzyl) benzenes comprises (a) forming an ester of a 3,5-dialkyl-4-hydroxybenzyl alcohol by
CH938969A CH508568A (en) 1968-06-21 1969-06-19 Process for the preparation of 1,3,5-trialkyl-2,4,6-tris (3,5-dialkyl-4-hydroxybenzyl) benzenes
SE08745/69A SE354844B (en) 1968-06-21 1969-06-19
BE734816D BE734816A (en) 1968-06-21 1969-06-19
NO253869A NO123351B (en) 1968-06-21 1969-06-19

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2967168 1968-06-21

Publications (1)

Publication Number Publication Date
GB1202762A true GB1202762A (en) 1970-08-19

Family

ID=10295248

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4712568A Expired GB1202762A (en) 1968-06-21 1968-06-21 Esters of substituted benzyl alcohols and polyphenols prepared from said esters

Country Status (1)

Country Link
GB (1) GB1202762A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0745575A1 (en) * 1995-06-02 1996-12-04 Fuji Photo Film Co., Ltd. Method of synthesizing polyphenol compound and positive working photoresist composition comprising polyphenol compound
CN102471197A (en) * 2009-07-10 2012-05-23 雅宝公司 Green and atom-economical processes for producing phenolic antioxidants

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0745575A1 (en) * 1995-06-02 1996-12-04 Fuji Photo Film Co., Ltd. Method of synthesizing polyphenol compound and positive working photoresist composition comprising polyphenol compound
US5853949A (en) * 1995-06-02 1998-12-29 Fuji Photo Film Co., Ltd. Method of synthesizing polyphenol compound and positive working photoresist composition comprising polyphenol compound
CN102471197A (en) * 2009-07-10 2012-05-23 雅宝公司 Green and atom-economical processes for producing phenolic antioxidants
US8766016B2 (en) 2009-07-10 2014-07-01 Albermarle Corporation Green and atom-economical processes for producing phenolic antioxidants
CN102471197B (en) * 2009-07-10 2015-01-14 雅宝公司 Green and atom-economical processes for producing phenolic antioxidants
TWI490195B (en) * 2009-07-10 2015-07-01 Si Group Inc Green and atom-economical processes for producing phenolic antioxidants
KR101750438B1 (en) * 2009-07-10 2017-06-23 에스아이 그룹, 인크. Green and atom-economical processes for producing phenolic antioxidants

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Legal Events

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PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee