[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]1[CH2:24][C@@:22]2([CH3:23])[C@@H:18]([CH2:19][CH:20]=[C:21]2[O:25]C(=O)C)[C@H:17]2[C@H:8]1[C:9]1[CH:10]=[CH:11][C:12]([O:29][C:30](=[O:32])[CH3:31])=[CH:13][C:14]=1[CH2:15][CH2:16]2.C([O-])(=O)C.[Na+].[Br:38]N1C(=O)CCC1=O.O>CN(C)C=O>[C:30]([O:29][C:12]1[CH:11]=[CH:10][C:9]2[C@@H:8]3[C@H:17]([C@H:18]4[C@@:22]([CH2:24][CH:7]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][Cl:1])([CH3:23])[C:21](=[O:25])[CH:20]([Br:38])[CH2:19]4)[CH2:16][CH2:15][C:14]=2[CH:13]=1)(=[O:32])[CH3:31]A solution of 6.2 g of 11-(5-chloropentyl)-3,17-diacetoxy-estra-1,3,5(10),16-tetraene in 95 ml of dimethylformamide is mixed at 0° C. first with 9.05 ml of sodium acetate solution (10%) and then with 2.6 g of N-bromosuccinimide, and it is stirred for one hour. Then, it is mixed with water, extracted with ethyl acetate, washed with sodium sulfate solution as well as common salt solution, dried on sodium sulfate and evaporated to the dry state in a vacuum. 15.3 g of crude 3-acetoxy-16-bromo-11-(5-chloropentyl)-estra-1,3,5(10)-trien-17-one is obtained.
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