Trimethyltin chloride → 2-Propyl-5-trimethylstannylthiophene

Participants

Reaction Conditions

Reaction Steps

2-propylthiophene (5.0 g, 39.6 mmol) was dissolved in 160 ml THF and n-BuLi (27 ml, 1.6 M in hexanes, 43.6 mmol) was added dropwise at 0° C. The mixture was stirred at 0° C. for 1 h and then cooled down to −78° C. A solution of trimethyltin chloride (8.679 g, 43.6 mmol) in 50 ml THF was added dropwise. The mixture was allowed to warm slowly to room temperature and stirred for 2 h. After quenching with ice water and aqueous work-up, the product was obtained as a light brown liquid (10.1348 g, 88.6% yield).

Provenance & Evidence