反应详情

A solution of methyllithium in ether (c. 2M 4 ml.) was added to a stirred slurry of cuprous iodide (630 mg.) in dry ether (60 ml.) under dry nitrogen until the initially formed yellow precipitate redissolved. A solution of 2β-ethoxy- 3α-hydroxy-5α-pregn-16-ene11,20-dione (420 mg.) in dry tetrahydrofuran (35 ml.) was added to the stirred solution at 0° and stirring was continued, at 0°, for 30 minutes. The mixture was then poured into saturated ammonium chloride solution (150 ml.), more ether (150 ml.) was added, the organic layer separated, washed with saturated ammonium chloride solution (150 ml.) and water (150 ml.) and dried (Na2 SO4). The solution was then evaporated. The residue was purified by preparative TLC (CHCl3 × 4). The least polar component was recrystallised from acetone/petrol to give title compound (130 mg.) as white needles; m.p. 178°-179°; [α]D + 112° (c 0.3).

1. dissolutionredissolved
2. additionwas added
3. customthe organic layer separated
4. washwashed with saturated ammonium chloride solution (150 ml.) and water (150 ml.)
5. customdried (Na2 SO4)
6. customThe solution was then evaporated
7. customThe residue was purified by preparative TLC (CHCl3 × 4)
8. customThe least polar component was recrystallised from acetone/petrol