反应详情

A round-bottomed flask was charged acetyl chloride (4.20 g, 53.56 mmol, 1 eq), AlCl3 (7.13 g, 53.56 mmol, 1 eq), and carbon disulfide (80 mL). To the mixture was added dropwise a solution of 3-bromoanisole (9.75 g, 52.13 mmol) in carbon disulfide (20 mL) and stirred for 16 h. The resulting solution was diluted with ice water (100 mL) and extracted with CH2Cl2 (50 mL×3). The extracts were washed with H2O, brine, and 1N NaOH (30 mL). The organic layer was dried over MgSO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexanes=1:10) to afford the title compound (6.2 g, 51%).

1. extractionextracted with CH2Cl2 (50 mL×3)
2. washThe extracts were washed with H2O, brine, and 1N NaOH (30 mL)
3. dry with materialThe organic layer was dried over MgSO4
4. concentrationconcentrated in vacuo
5. customThe residue was purified by silica gel column chromatography (EtOAc/hexanes=1:10)