Preparation of 2-t-butyl-4-alkoxy- and 4-hydroxyphenols

Details Preparation of 2-t-butyl-4-alkoxy- and 4-hydroxyphenols Preparation of 2-t-butyl-4-alkoxy- and 4-hydroxyphenols

1983-08-08

1984-08-14

Lone, Werren B.

Organic compounds -- part of the class 532-570 series

Organic compounds

Oxygen containing

C07C 3904, C07C 3700

Patent

active

044658710

ABSTRACT:
Tertiary alkyl phenyl ethers may be induced to undergo thermal rearrangement on an alumina catalyst to afford the isomeric ortho-t-alkylphenol. Such rearrangement generally occurs under milder conditions than does the alkylation of a phenol with an olefin using the same alumina as an alkylating catalyst. The rearrangement remains regioselective even when the phenyl ring bears an alkoxy group, hence affords a good preparative route to such materials as 2-t-butyl-4-methoxyphenol.

REFERENCES:
patent: 1835344 (1931-12-01), Schoeller et al.
patent: 2289886 (1942-07-01), Schmerling
patent: 4283572 (1981-08-01), Klicker
patent: 4381413 (1983-04-01), Dodd
Dewar et al., "Jour. Chem. Soc.", (1959), pp. 4080-4086, 4089-4095.
Dewar et al., "Jour. Chem. Soc.", (1960), pp. 959-963.

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