Trimethyltin chloride → Stannane, (4-methoxyphenyl)trimethyl-

Participants

Reaction Conditions

Reaction Steps

To trimethyltin chloride (1.71 g, 8.58 mmol, 1.00 equiv) in THF (50 mL) at 23° C. was added 4-methoxyphenylmagnesium bromide (0.50 M in THF, 34.3 mL, 17 mmol, 2.0 equiv). After stirring for 1.0 hr at 60° C., the reaction mixture was cooled to 0° C. and quenched with saturated aqueous NH4Cl (50 mL), and Et2O (50 mL) was added. The phases were separated and the aqueous phase was extracted with Et2O (2×50 mL). The combined organic phases were washed with brine (100 mL) and dried (Na2SO4). The filtrate was concentrated in vacuo and the residue was purified by fractional distillation to afford 1.86 g of the title compound as a colorless oil (80% yield).

Provenance & Evidence