Chlorine → 2alpha-Chloro-17beta-methoxy-5alpha-androstan-3-one

HRID 848782ノート

反応式

HRID 848782 の反応式
[Cl:1]Cl.[CH3:3][O:4][C@H:5]1[CH2:10][CH2:9][C@H:8]2[C@H:11]3[C@H:21]([CH2:22][CH2:23][C@:6]12[CH3:7])[C@:19]1([CH3:20])[C@H:14]([CH2:15][C:16](=[O:24])[CH2:17][CH2:18]1)[CH2:13][CH2:12]3>C(O)(=O)C>[Cl:1][C@@H:17]1[CH2:18][C@@:19]2([CH3:20])[C@@H:14]([CH2:13][CH2:12][C@@H:11]3[C@@H:21]2[CH2:22][CH2:23][C@@:6]2([CH3:7])[C@H:8]3[CH2:9][CH2:10][C@@H:5]2[O:4][CH3:3])[CH2:15][C:16]1=[O:24]

参加物

4

反応物 2

HCID 24526ChlorineHCID 1104493517beta-Methoxy-5alpha-androstan-3-one

生成物 1

HCID 128368592alpha-Chloro-17beta-methoxy-5alpha-androstan-3-one

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

実験手順

Chlorine in acetic acid (0.84 M, 12 ml.) is added dropwise with stirring to 17β-methoxy-5α-androstan-3-one (3.0 g.) in acetic acid (10 ml.). When the addition is complete the reaction mixture is chilled, and the precipitate which forms is filtered off, washed with water, dried and recrystallized from acetone-methylene chloride to give the title compound, m.p. 202°-210°; MS (m/e) 338, 306, 302, 291 and 265; NMR (CDCl3) 0.77, 1.10, 3.20, 3.30 and 4.06 δ.

後処理

  1. additionWhen the addition
  2. temperatureis chilled
  3. filtrationthe precipitate which forms is filtered off
  4. washwashed with water
  5. customdried
  6. customrecrystallized from acetone-methylene chloride

出典と根拠

ORDレコード
ord-f1c7cf16dc60433c81cc57197430244e
出典データセット
uspto-grants-1981_10
特許番号
US04297350

反応ノート

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