合成路线1

Alkylation of 4'-hydroxy-3'-methylacetophenone (I) with methyl bromoacetate in the presence of Cs2CO3 afforded the aryloxyacetate (II). Baeyer-Villiger rearrangement of the acetophenone moiety using meta-chloroperbenzoic acid produced the aryl ester (III), which was further converted to phenol (IV) by transesterification with methanolic NaOMe. Reaction of (IV) with dimethylthiocarbamoyl chloride gave the O-aryl thiocarbamate (V), which was thermally rearranged to the S-aryl thiocarbamate (VI) in refluxing tetradecane. Then, basic hydrolysis of the thiocarbamate function provided the thiophenol (VII). Alternatively, thiophenol (VII) was obtained by chlorosulfonation of ethyl (2-methylphenoxy)acetate (VIII), followed by reduction of the resultant sulfonyl chloride (IX) with Sn and HCl.