反応 #2195518

ord-06f27a32e6cc4bcebcbdf738eab0451e

反応方程式

CC(=O)O[C@H]1C=C[C@@]2(C)C(=CC[C@@H]3[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]32)C1
compound 6
CC(=O)O[C@H]1C=C[C@@]2(C)C(=CC[C@@H]3[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]32)C1
3β-acetoxyandrosta-1,5-dien-17-one
O=C([O-])[O-].[K+].[K+]
potassium carbonate
→
C[C@]12C=C[C@H](O)CC1=CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
3β-hydroxyandrosta-1,5-dien-17-one

反応物

CC(=O)O[C@H]1C=C[C@@]2(C)C(=CC[C@@H]3[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]32)C1
compound 6
CC(=O)O[C@H]1C=C[C@@]2(C)C(=CC[C@@H]3[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]32)C1
3β-acetoxyandrosta-1,5-dien-17-one
O=C([O-])[O-].[K+].[K+]
potassium carbonate

試薬

なし

溶媒

CO.O
methanol water

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    濃縮Solution was concentrated
  2. 2
    workup.ADDITIONdiluted with cold water
  3. 3
    温度cooled
  4. 4
    ろ過the precipitated solid was filtered
  5. 5
    その他crystallized from methanol

実験手順

A mixture of compound 6 (0.25 g) and potassium carbonate (0.3 g) in methanol-water (15 ml, 9:1) was stirred at room temperature for 8 hr. Solution was concentrated diluted with cold water, cooled and the precipitated solid was filtered, and crystallized from methanol. White solid, mp. 138-40° C.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07514420B2uspto-grants-2009_04