Tributylamine → 4-[(2R, 3S)-3-methoxy-2-methylbutyryloxy]phenyl 4'-octyloxy-4-biphenylcarboxylate

Participants

Reaction Steps

(2R, 3S)-3-methoxy-2-methylbutyric acid prepared in the above i) (0.79 g), 4-hydroxyphenyl 4'-octyloxy-4-biphenylcarboxylate (2.5 g) and tributylamine (2.66 g) were dissolved in dehydrated tetrahydrofuran (40 ml) and 2-chloro-1-methylpyridinium iodide (1.84 g) was added thereto. The mixture was heated under reflux for 7 hours. Insoluble materials were filtered off and the filtrate was concentrated under reduced pressure. The residue was separated and purified by silica gel column chromatography [eluent:chloroform:n-hexane (4:1)] and recrystallized from ethanol to obtain the title compound (0.36 g).

Provenance & Evidence