Sodium Carbonate → 17beta,19-Dihydroxy-1alpha-methyl-5alpha-androstan-3-one
Reaction equation
C(O)(=O)CC.C(O)(=O)CC.[OH:11][C@H:12]1[CH2:17][CH2:16][C@H:15]2[C@H:18]3[C@H:29]([CH2:30][CH2:31][C@:13]12[CH3:14])[C@:26]1([CH2:27][OH:28])[C@H:21]([CH2:22][C:23](=[O:33])[CH2:24][C@@H:25]1[CH3:32])[CH2:20][CH2:19]3.C(=O)([O-])[O-].[Na+].[Na+]>CO>[OH:11][C@H:12]1[CH2:17][CH2:16][C@H:15]2[C@H:18]3[C@H:29]([CH2:30][CH2:31][C@:13]12[CH3:14])[C@:26]1([CH2:27][OH:28])[C@H:21]([CH2:22][C:23](=[O:33])[CH2:24][C@@H:25]1[CH3:32])[CH2:20][CH2:19]3Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 17β,19-dihydroxy-1α-methyl-5α-androstan-3-one dipropionate in methanol is refluxed for two hours with aqueous sodium carbonate. The methanol is removed under vacuum and water added to the residue. Crystallization of the solid residue from an acetone-hexane solution yields pure 17β,19-dihydroxy-1α-methyl-5α-androstan-3-one.