Pyrrole → N-Triisopropylsilylpyrrole

Participants

Reaction Steps

To a solution of pyrrole (33.54 g) in THF (700 ml) at -78° C. under nitrogen was added a solution of 2.5M n-butyl lithium(200 ml) in hexane. After one hour triisopropylsilyl chloride (98 g) was added. After 24 hours the reaction was diluted with diethyl ether, washed with water, dried over sodium sulfate, filtered and evaporated to a tan oil which was distilled at 115°-119° C. (0.2 mm Hg) to give 102.6 g of a colorless mobile liquid. 1H NMR is consistent with proposed structure.

Provenance & Evidence