Tributyltin Chloride → HCID 18446905, compound

Participants

Reaction Steps

To a solution of the product of Step 2 (13.4 g, 31.2 mmol) in THF (200 ml) at −78° C. was added dropwise tBuLi (22 ml, 1.7M, 38 mmol). After 25 minutes tributyltin chloride (12.37 g, 10.3 ml, 38 mmol) was added dropwise and the mixture was then allowed to reach room temperature overnight. The reaction was then poured into a saturated solution of sodium hydrogen carbonate and washed several times with diethyl ether. The combined organic layers were dried (magnesium sulphate), concentrated in vacuo and the residue purified by silica gel chromatography, eluting with a 0.5:4.5:45:50 mixture of 0.88 ammonia solution:methanol:hexane:diethyl ether to give the title compound (18.5 g, 93%) as a brown viscous oil; MS(AP+) m/e 641/643/644[M+H]+.

Provenance & Evidence