Tetrabutylammonium Fluoride → (5-Chloro-6-ethenyl-3-pyridinyl)methanol

Participants

Reaction Steps

A solution of 3-chloro-5-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-2-ethenylpyridine (707 mg, 2.491 mmol) and TBAF (3.74 ml, 3.74 mmol) in THF (20 ml) was stirred at room temperature overnight. The mixture was concentrated and purified by flash chromatography using Flashmaster II, a 68 g Merck silica gel cartridge, and mixtures of DCM and MeOH as eluent to afford (5-chloro-6-ethenyl-3-pyridinyl)methanol (405 mg, 94%).

Provenance & Evidence