反応 #459592

ord-fa761554a1524ab9a6abff25e2af2332

反応方程式

CSC1(SC)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@@]21C
9-fluoro-11β-hydroxy-17,17-bis-(methylthio)androsta-1,4-diene-3-one
→
CSC1=CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]12C
title compound
収率 91.7%
CSC1=CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]12C
9-Fluoro-11β-hydroxy-17-(methylthio)androsta-1,4,16-trien-3-one
収率 91.7%

反応物

CSC1(SC)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@@]21C
9-fluoro-11β-hydroxy-17,17-bis-(methylthio)androsta-1,4-diene-3-one

試薬

なし

溶媒

CCc1ccccc1CC
diethylbenzene

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    workup.DISTILLATIONis slowly distilled from a bath at 220° C
  2. 2
    workup.WAITIn a few minutes
  3. 3
    その他a clear solution results
  4. 4
    温度On cooling in an ice bath

実験手順

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).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US04091036uspto-grants-1978_05