Trimethyltin chloride → HCID 22143620, compound

Participants

Reaction Steps

A solution of 1-methyl-1H-pyrazole (1.6 g, 20.0 mmole) in Et2O was treated with n-butyllithium (12.5 ml, 1.6 M in hexanes, 20.0 mmole) over a period of 10 minutes at room temperature. The yellow slurry was stirred for a further 90 minutes. Subsequently, trimethyltin chloride (4.0 g, 20.0 mmole) was added in one portion. The brown slurry was stirred for 30 minutes, filtered and the filtrate was concentrated, in vacuo, to a black oil (5.0 g). The product was isolated by distillation at 1.5 Torr (67–72° C.) as a clear oil (2.1 g, 42%): 1H-NMR (DMSO-d6, 400 MHz) δ 7.40 (1H, d, J=1.5 Hz), 6.27 (1H, d, J=1.7 Hz), 3.84 (3H, s), 0.34 (9H, s). ESIMS m/z 243–247 ion cluster (M+H)+.

Provenance & Evidence