5-(Tertiary alkyl) resorcinol preparation and intermediates ther

Details 5-(Tertiary alkyl) resorcinol preparation and intermediates ther 5-(Tertiary alkyl) resorcinol preparation and intermediates ther

1976-06-14

1978-05-02

Thomas, Jr., James O.

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

Organic compounds

Oxygen containing

260951, 568733, 568744, 568743, C07C 3906, C07C 3908, C07C 3912

Patent

active

040874109

ABSTRACT:
2,6-Dimethoxyphenol reacts with a tertiary carbinol in the presence of an acid to provide exclusively a 1-hydroxy-2,6-dimethoxy-4-tertiary alkyl)benzene, which when reacted with a halogenated disubstituted phosphite affords a 2,6-dimethoxy-4-tertiary alkyl)phenyl disubstituted phosphate. Reduction of the phenyl phosphate derivative by reaction with an alkali metal affords a 1-(tertiary alkyl)-3,5-dimethoxybenzene, which upon reaction with a demethylating agent provides a 5-(tertiary alkyl)resorcinol.

REFERENCES:
patent: 2888503 (1959-05-01), Cheniek et al.
patent: 3729519 (1973-04-01), Brossi et al.
patent: 3790636 (1974-02-01), Brussi et al.
patent: 3838181 (1974-09-01), Brussi
Kenner, et al., "J. Chem. Soc.", (1955), 522-525.
Pelletier, et al., "J. Org. Chem.", v23, 131-133, (1958).

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