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

HRID 848782노트

반응식

HRID 848782 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f1c7cf16dc60433c81cc57197430244e
출처 데이터셋
uspto-grants-1981_10
특허 번호
US04297350

반응 노트

불러오는 중…