Androsta-1,4-dien-3-one, 17,17-bis(methylthio)-9-fluoro-11-hydroxy-, (11-beta)- → HCID 14823699, compound

HRID 372410Notes

Reaction equation

HRID 372410 reaction equation
[F:1][C@:2]12[C@@H:19]([OH:20])[CH2:18][C@@:16]3([CH3:17])[C@@H:12]([CH2:13][CH2:14][C:15]3(SC)[S:21][CH3:22])[C@@H:11]1[CH2:10][CH2:9][C:8]1[C@:3]2([CH3:26])[CH:4]=[CH:5][C:6](=[O:25])[CH:7]=1>C(C1C=CC=CC=1CC)C>[F:1][C@:2]12[C@@H:19]([OH:20])[CH2:18][C@@:16]3([CH3:17])[C@@H:12]([CH2:13][CH:14]=[C:15]3[S:21][CH3:22])[C@@H:11]1[CH2:10][CH2:9][C:8]1[C@:3]2([CH3:26])[CH:4]=[CH:5][C:6](=[O:25])[CH:7]=1

Participants

3

Reactant 1

HCID 50095Androsta-1,4-dien-3-one, 17,17-bis(methylthio)-9-fluoro-11-hydroxy-, (11-beta)-

Product 1

HCID 14823699HCID 14823699, compoundYield 91.7%

Reagents, catalysts & solvents 1

HCID 86571,2-DiethylbenzeneSolvent

Procedure

A suspension of 9-fluoro-11β-hydroxy-17,17-bis-(methylthio)androsta-1,4-diene-3-one (3.6 g) in diethylbenzene (250 ml) is slowly distilled from a bath at 220° C. In a few minutes, a clear solution results and the starting material disappears. On cooling in an ice bath, the solution deposits small needles of the analytical specimen of the title compound, (2.9 g), melting point 268° C (dec.). (discoloration starts at 263° C).

Workup

  1. distillationis slowly distilled from a bath at 220° C
  2. waitIn a few minutes
  3. customa clear solution results
  4. temperatureOn cooling in an ice bath

Sources & evidence

ORD record
ord-fa761554a1524ab9a6abff25e2af2332
Source dataset
uspto-grants-1978_05
Patent number
US04091036

Reaction notes

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