Acetyl chloride → HCID 22158986, compound

Participants

Reaction Conditions

Reaction Steps

(2-Aminoethylthio)tri-n-butyltin (6.8 mmol, 2.5 g) and triethylamine (6.8 mmol, 687 mg) were dissolved in THF (75 ml). This mixture was cooled to 0° C. and acetyl chloride was added dropwise, and the resultant mixture stirred at 22° C. for 16 h. The solvent was evaporated, the residue was suspended in ether (50 ml), and the precipitated triethylamine hydrochloride was removed by filtration. The salt was washed with ether (20 ml), and the combined organic phases were washed with water (25 ml), dried and evaporated to leave the crude product which was purified by column chromatography leaving the pure amide (13) as a colourless oil (2.35 g, 85%). All spectroscopic and analytical data were consistent with the proposed structure.

Provenance & Evidence