Pyridine → HCID 70392119, compound

Participants

Reaction Steps

Analogous to Example 8 but (step a) using dimethylformamide as solvent starting from 2-hexadecyl-2,3-dihydrofuran and 6-chlorohexanol instead of 2-bromoethanol to give the trans and the cis 2-hexadecyl-5-(6'-chloro)-hexyloxy-tetrahydrofuran and (step b) performing the substitution of the chloro atom by pyridine by heating (60°-80° C.) 0.3 g (0.7 mmol) of each chloro compound, pyridine (2 ml) and dimethylformamide (2 ml) overnight with stirring. Evaporation of the excess of pyridine and dimethylformamide leaded to residus which were chromatographed on silica gel using successively 10, 15 and 20% MeOH in CHCl3 as eluents. The title compounds were recovered as waxy solids.

Provenance & Evidence