Tributyltin Chloride → Pyridine, 4-methoxy-2-(tributylstannyl)-

Participants

Reaction Conditions

Reaction Steps

In a round bottomed flask 2-bromo-4-methoxypyridine (315 mg, 1.68 mmol) was dissolved in THF (6 mL). The solution was cooled to 0° C. and isopropylmagnesium chloride lithium chloride complex (1.3 M in THF, 1.35 mL, 1.76 mmol) was added dropwise. The reaction mixture was stirred at 0° C. for 30 min then at room temperature for 1.5 h. An additional portion of isopropylmagnesium chloride lithium chloride complex (1.3 M in THF, 0.15 mL, 0.20 mmol) was added and stirring was continued at room temperature for 30 min. Tributyltin chloride (0.50 mL, 1.84 mmol) was added and the reaction mixture was stirred at room temperature for 2 h. The reaction mixture was concentrated to give 4-methoxy-2-tributylstannanyl-pyridine as a white paste which was used without further purification.

Provenance & Evidence