Cyproterone acetate → HCID 56634126, compound

HRID 1578022Notes

Reaction equation

HRID 1578022 reaction equation
C(O[C@:5]1([C@:25]2([CH3:26])[C@H:11]([C@H:12]3[C@H:22]([CH2:23][CH2:24]2)[C@:20]2([CH3:21])[C:15](=[CH:16][C:17](=[O:28])[C@@H:18]4[CH2:27][C@@H:19]42)[C:14]([Cl:29])=[CH:13]3)[CH2:10][CH2:9]1)[C:6](=[O:8])[CH3:7])(=O)C.C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>>[Cl:29][C:14]1[C:15]2[C@:20]([CH3:21])([C@H:19]3[CH2:27][C@H:18]3[C:17](=[O:28])[CH:16]=2)[C@@H:22]2[C@H:12]([C@H:11]3[C@:25]([CH3:26])([CH2:24][CH2:23]2)[C:5]([C:6](=[O:8])[CH3:7])=[CH:9][CH2:10]3)[CH:13]=1

Participants

3

Reactant 2

HCID 9880Cyproterone acetateHCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)

Product 1

HCID 56634126HCID 56634126, compoundYield 89%

Procedure

One gram of 17α-acetoxy-6-chloro-1α,2α-methylene-4,6-pregnadiene-3,20-dione is heated analogously to Example 1 in "Dowtherm" for 90 minutes to 285° C., worked up, separated, and combined. Recrystallization from ethanol yields 380 mg of 6-chloro-1α,2α-methylene-4,6,16-pregnatriene-3,20-dione (89% of theory), m.p. 243°-246° C.

Workup

  1. customseparated
  2. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-72960faca6a746afbc858eeecd2165af
Source dataset
uspto-grants-1981_09
Patent number
US04290963

Reaction notes

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