Preparation of 5-sec-alkyl-m-cresol

Details Preparation of 5-sec-alkyl-m-cresol Preparation of 5-sec-alkyl-m-cresol

1973-10-01

1976-11-16

Helfin, Bernard

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260619D, 260621R, 260624C, 260620, 260626T, 424366, 424286, C07C 3714, C07C 3906

Patent

active

039924556

ABSTRACT:
This disclosure is directed to a method for preparing 5-sec-alkyl-m-cresol in high concentrations and yields comprising alkylating m-cresol with an alkene over a solid catalyst selected from finely divided silica alumina clays and finely divided molecular sieves and then isomerizing the alkylated m-cresol product over the same catalyst for at least two hours at temperatures of at least about 250.degree. C. The ratio of alkene to m-cresol is from about 0.5:1.0 to about 1.0:1.0. The resulting isomerized alkylated m-cresol contains a ratio of 5-alkyl-m-cresol to 6-alkyl-m-cresol of at least 2.5:1 and a ratio of 5-alkyl-m-cresol to 4-alkyl-m-cresol of at least 3.0:1.0. The desired 5-alkyl-m-cresol may be obtained from the isomerized alkylated-m-cresol reaction product by fractional distillation. The undesired alkylated-m-cresol isomers and unreacted m-cresol may be recycled into the alkylation and/or isomerization step. The method is particularly useful for preparing 5-isopropyl-m-cresol(m-thymol).

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