FR2011384A1 - 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 - Google Patents

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

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Publication number
FR2011384A1
FR2011384A1 FR6920509A FR6920509A FR2011384A1 FR 2011384 A1 FR2011384 A1 FR 2011384A1 FR 6920509 A FR6920509 A FR 6920509A FR 6920509 A FR6920509 A FR 6920509A FR 2011384 A1 FR2011384 A1 FR 2011384A1
Authority
FR
France
Prior art keywords
dialkyl
hydroxybenzyl
tris
ester
trailky
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.)
Withdrawn
Application number
FR6920509A
Other languages
French (fr)
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
Priority claimed from GB4712568A external-priority patent/GB1202762A/en
Application filed by Shell Internationale Research Maatschappij BV filed Critical Shell Internationale Research Maatschappij BV
Publication of FR2011384A1 publication Critical patent/FR2011384A1/en
Withdrawn legal-status Critical Current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

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

Abstract

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 reacting a 2,6-dialkylphenol (I) with formaldehyde, or a formaldehyde polymer, a secondary amine (II), and a carboxylic acid (III), and (b) connecting the ester into the 1,3,5-trialkyl-2,4,6-tris (3,5-dialkyl-4-hydroxybenzy) benzene by reacting the ester with a 1,3,5-trialkylbenzene (IV) in the presence of sulphuric acid and an inert organic solvent. The process enables the 1,3,5-trialkyl-2,4,6-tris (3,5-dialky-4-hydroxylbenzyl) benzenes to be produced in high yields, and is simpler than known processes. The 2,6-dialkylphenols, and other raw materials are readily available. The pdts. esp. 1,3,5-trimethyl-2,4,6-tris (3,5-di-t-butyl-4-hydroxybenzyl) benzene are useful as antioxidants for fuels, lubricants, rubbers and plastics.
FR6920509A 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 Withdrawn FR2011384A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB4712568A GB1202762A (en) 1968-06-21 1968-06-21 Esters of substituted benzyl alcohols and polyphenols prepared from said esters
GB2967168 1968-06-21

Publications (1)

Publication Number Publication Date
FR2011384A1 true FR2011384A1 (en) 1970-02-27

Family

ID=26260020

Family Applications (1)

Application Number Title Priority Date Filing Date
FR6920509A Withdrawn 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

Country Status (9)

Country Link
AT (1) AT296273B (en)
BE (1) BE734816A (en)
CH (1) CH508568A (en)
DE (1) DE1931062C3 (en)
DK (1) DK125387B (en)
ES (1) ES368548A1 (en)
FR (1) FR2011384A1 (en)
NL (1) NL167150C (en)
SE (1) SE354844B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20170003982A (en) * 2009-07-10 2017-01-10 에스아이 그룹, 인크. Green and atom-economical processes for producing phenolic antioxidants

Also Published As

Publication number Publication date
BE734816A (en) 1969-12-19
DE1931062C3 (en) 1980-03-27
NL167150C (en) 1981-11-16
DE1931062A1 (en) 1970-10-15
DK125387B (en) 1973-02-12
SE354844B (en) 1973-03-26
NL167150B (en) 1981-06-16
DE1931062B2 (en) 1979-07-19
NL6909355A (en) 1969-12-23
CH508568A (en) 1971-06-15
ES368548A1 (en) 1971-07-16
AT296273B (en) 1972-02-10

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