GB906219A - Production of para-alkylphenols or para-cycloalkylphenols - Google Patents

Production of para-alkylphenols or para-cycloalkylphenols

Info

Publication number
GB906219A
GB906219A GB3763/61A GB376361A GB906219A GB 906219 A GB906219 A GB 906219A GB 3763/61 A GB3763/61 A GB 3763/61A GB 376361 A GB376361 A GB 376361A GB 906219 A GB906219 A GB 906219A
Authority
GB
United Kingdom
Prior art keywords
butyl
phenol
para
methyl
phenols
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
GB3763/61A
Inventor
Hermann Spaenig
Julius Beck
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.)
BASF SE
Original Assignee
BASF SE
Badische Anilin and Sodafabrik AG
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 BASF SE, Badische Anilin and Sodafabrik AG filed Critical BASF SE
Publication of GB906219A publication Critical patent/GB906219A/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
    • C07C37/14—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 by addition reactions, i.e. reactions involving at least one carbon-to-carbon unsaturated bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

Abstract

Para-alkyl or -cycloalkyl phenols are obtained by reacting a phenol unsubstituted in the p- and in at least one o-position with a C3-20 alkene or cycloalkene in presence of 0.1-10% wt. ZnCl2 and 0.1-3% wt. HCl (with reference to the phenol) at between 50 and 150 DEG C., the phenol and alkene or cycloalkene being reacted in stoichiometric amounts or up to 5% mol excess of one of the reagents. The examples describe the preparation of p-t-butyl, -nonyl, i-octyl and -cyclohexyl phenols and p-t-butyl-o-cresol. Specific phenols listed are phenol; o- and m-cresols and m-xylenols; o-i-butyl, o-dodecyl, 2:5-dibutyl and 2:3-diethylphenols; o- and m-chloro and -bromophenols; 2:3- and 2:5-dichloro and -dibromophenols; salicylic acid, its ethyl ester and 2-methyl-5-nitrophenol; a -naphthol and its m-methyl, -butyl, -chloro and -nitro derivatives. Alkenes mentioned are butenes-1 and -2, and isobutene; the 2-methyl derivatives of butene-2, pentene-1 and 3:4- and 4:4-dimethylpentene-2; nonene-1, undecene-1, dodecene-6, octadecene-1, cyclohexene, cyclo-octene and methylcyclohexene-1.
GB3763/61A 1960-02-03 1961-02-01 Production of para-alkylphenols or para-cycloalkylphenols Expired GB906219A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB56503A DE1181714B (en) 1960-02-03 1960-02-03 Process for the preparation of p-alkyl or p-cycloalkyl phenols

Publications (1)

Publication Number Publication Date
GB906219A true GB906219A (en) 1962-09-19

Family

ID=6971350

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3763/61A Expired GB906219A (en) 1960-02-03 1961-02-01 Production of para-alkylphenols or para-cycloalkylphenols

Country Status (3)

Country Link
BE (1) BE599716A (en)
DE (1) DE1181714B (en)
GB (1) GB906219A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3548011A (en) * 1967-11-27 1970-12-15 Mobil Oil Corp Straight-chain alkylated alpha and beta naphthols
US9932436B2 (en) 2013-10-17 2018-04-03 Si Group, Inc. Modified alkylphenol-aldehyde resins stabilized by a salicylic acid
US9944744B2 (en) 2013-10-17 2018-04-17 Si Group, Inc. In-situ alkylphenol-aldehyde resins

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1065853B (en) * 1959-09-24
AT124281B (en) * 1929-06-27 1931-08-25 Reichhold Fluegger & Boecking Process for the preparation of C-alkyl substituted phenols.

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3548011A (en) * 1967-11-27 1970-12-15 Mobil Oil Corp Straight-chain alkylated alpha and beta naphthols
US9932436B2 (en) 2013-10-17 2018-04-03 Si Group, Inc. Modified alkylphenol-aldehyde resins stabilized by a salicylic acid
US9944744B2 (en) 2013-10-17 2018-04-17 Si Group, Inc. In-situ alkylphenol-aldehyde resins
US10647806B2 (en) 2013-10-17 2020-05-12 Si Group, Inc. In-situ alkylphenol-aldehyde resins
US11155667B2 (en) 2013-10-17 2021-10-26 Si Group, Inc. In-situ alkylphenol-aldehyde resins

Also Published As

Publication number Publication date
BE599716A (en) 1961-07-31
DE1181714B (en) 1964-11-19

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