反应详情

温度

20 °C

Acetyl chloride (1.2 ml, 16.5 mmole) was added dropwise to a stirred solution of 6-(2,4-dichlorophenyl)-4-hydroxy-5-hexene-2-one (3.9 g, 15 mmole) in pyridine (60 ml) at 0° C. The ice bath was removed, and the reaction mixture was stirred at 20° C. for 2 hours and then diluted with ether (300 ml). The ether solution was washed with 1N HCl (3×300 ml) and saturated NaHCO3, dried over MgSO4, filtered and evaporated. The residual pale amber oil (4.1 g) was chromatographed on a 50 mm column with 15 cm of silica gel (230-400 mesh). Elution with methylene chloride (2 L) provided the title compound as a pale yellow oil (3.95 g, 87%): pmr (CDCl3) δ2.03 (3H, s), 2.17 (3H, s), 2.83 (2H, dd).

1. customThe ice bath was removed
2. additiondiluted with ether (300 ml)
3. washThe ether solution was washed with 1N HCl (3×300 ml) and saturated NaHCO3
4. dry with materialdried over MgSO4
5. filtrationfiltered
6. customevaporated
7. customThe residual pale amber oil (4.1 g) was chromatographed on a 50 mm column with 15 cm of silica gel (230-400 mesh)
8. washElution with methylene chloride (2 L)