Testosterone → Testosterone chloroformate
Reaction equation
[CH3:1][C@@:2]12[C@@H:10]([OH:11])[CH2:9][CH2:8][C@H:7]1[C@@H:6]1[CH2:12][CH2:13][C:14]3[C@@:20]([CH3:21])([C@H:5]1[CH2:4][CH2:3]2)[CH2:19][CH2:18][C:16](=[O:17])[CH:15]=3.[C:22]([Cl:25])(Cl)=[O:23]>O1CCCC1.C1(C)C=CC=CC=1>[CH3:1][C@@:2]12[C@@H:10]([OH:11])[CH2:9][CH2:8][C@H:7]1[C@@H:6]1[CH2:12][CH2:13][C:14]3[C@@:20]([CH3:21])([C@H:5]1[CH2:4][CH2:3]2)[CH2:19][CH2:18][C:16](=[O:17])[CH:15]=3.[Cl:25][C:22]([O-:23])=[O:11]Participants
5
Reagents, catalysts & solvents 2
Procedure
Testosterone chloroformate was prepared as follows. To a solution of testosterone (2 g, 7.0 mmol) dissolved in tetrahydrofuran (50 ml) was added a 1.93M solution of phosgene in toluene (33 ml). The resulting solution was stirred for 4 h at room temperature, concentrated under vacuum, and the resulting residue vacuum dried for approximately 30 minutes (2.88 g).