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Title: Intermediates for 5-(tertiary alkyl) resorcinol preparation

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.


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Inventors: Dominianni, Samuel J. (Indianapolis, IN, US)
Ryan, Charles W. (Indianapolis, IN, US)

Application Number: 874183
Filing Date: 1978-02-01
Publication_date: 1978-12-26
Assignee: Eli Lilly and Company (Indianapolis, IN)
Primary Class(es): 558/197 558/118, 987/228
Other Classes:
US Patent Ref:
3107164Oct, 1963Szabo et al.260/951.

Other Refs:
Primary Examiner: Roberts, Elbert L.
Assistant Examiner: Whittenbaugh, Robert C.
Attorney: Ashbrook; Charles W., Smith; Everet F.