反应详情

温度

0 °C

To a suspension of 60% NaH in paraffin (13.9 mmol; 0.56 g) in THF (20 ml) cooled to 0° C. was first added, dropwise, a solution of 4-(2-bromoethyl)benzyl alcohol (9.25 mmol; 1.99 g) in THF (20 ml) in an ice bath, followed by iodomethane (13.9 mmol; 1.972 g; 0.86 ml). The mixture was stirred at room temperature for 1 hour 30 minutes, after which it was poured into water and extracted with ethyl acetate. The combined organic phases were washed with saturated NaCl solution (3×20 ml), dried over anhydrous sodium sulfate and evaporated under reduced pressure. The residue was chromatographed on a column of alumina, eluting with ethyl acetate, to give 1.38 g of product as an oil (65%).

1. additionwas first added
2. extractionextracted with ethyl acetate
3. washThe combined organic phases were washed with saturated NaCl solution (3×20 ml)
4. dry with materialdried over anhydrous sodium sulfate
5. customevaporated under reduced pressure
6. customThe residue was chromatographed on a column of alumina
7. washeluting with ethyl acetate