反应详情

Under a nitrogen atmosphere formaline (2 ml, 40% solution in water) and triethylamine (1 ml) were added to a stirred suspension of 3,3-ethylenedioxy-17-(nitromethylene)androst-5-en-9α-ol (0.50 g) in 2-propanol (10 ml). After stirring for one hour at room temperature the reaction was found to be complete as evidenced by TLC. The reaction mixture was poured into a mixture of water (200 ml) and acetic acid (3 ml) and stirred for 30 minutes. The resulting precipitate was filtered, washed with water and dried to afford 0.46 g of the title compound (85%). According to NMR the product was a 4:1 mixture of the two C20 diastereomers which were separated by chromotagraphy (silica gel; toluene/acetone 3/1) and analysed.

1. stirringstirred for 30 minutes
2. filtrationThe resulting precipitate was filtered
3. washwashed with water
4. customdried