Water → Pyridine, 2-(trimethylstannyl)-

Participants

Reaction Conditions

Reaction Steps

Under an argon atmosphere, 7.5 ml of n-butyllithium (15% strength in hexane, 12 mmol) were added dropwise to a solution of 1.9 g (12.0 mmol) of 2-bromopyridine in 50 ml of absolute THF cooled to −78° C. After stirring at −78° C. for 1 h, 12 ml (12 mmol) of a 1 M solution of trimethyltin chloride in THF were added dropwise and the mixture was stirred at −78° C. for a further hour. The reaction solution was warmed to 0° C. and treated with water. The organic phase was separated off and the aqueous phase was extracted a number of times with diethyl ether. The combined organic phases were dried over sodium sulfate and concentrated. The residue was distilled in vacuo (0.3 bar) in a bulb tube. 1.9 g of the title compound resulted as a colorless oil.

Provenance & Evidence