5-n-Alkylresorcinol
dimethyl ethers have been synthesized by desulphurization of
2-(3,5-dimethoxybenzyl)-5-n-alkylthiophens with Raney nickel. The method has
been adapted to the preparation of 9-(3,6- dimethoxyphenyl)nonyl alcohol which
has been converted into both (2)- and (E)-15-(3,5-dimethoxyphenyl)pentadec-5-ene.
��� Friedel-Crafts acylation of
2-(3,5-dimethoxybenzyl)thiophen with n- hexoyl chloride, or with n-decoyl
chloride, in the presence of stannic chloride, yielded the expected 2-(3,6-dimethoxybenzyl)-5-n-
acylthiophens, but by-products were formed as the result of competing
electrophilic attack on the 3,5-dimethoxybenzyl moiety. The chief by- products,
which arise by subsequent Bradsher cyclodehydration, have been formulated as
5,7-dimethoxy-4-n-alkylnaphtho[2,3-b]thiophens. ��� An attempt to synthesize
1,14-bis(3,5-dimethoxyphenyl)tetradecane from 2,2?,6?,2?-terthienyl by an
adaptation of this method was unsuccessful.
Synthesis of N,N'-Arylidene Bisamides Using Stannic Chloride Pentahydrate as Catalyst
