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Hydrochloric Acid → 17beta-Methoxycarbonyl-5alpha-androst-2-en-11-one

HRID 267630
ノート
印刷プレビュー

反応式

HRID 267630 の反応式
[CH3:1][O:2][C:3]([C@H:5]1[CH2:10][CH2:9][C@H:8]2[C@H:11]3[C@H:21]([C:22](=[O:24])[CH2:23][C@:6]12[CH3:7])[C@:19]1([CH3:20])[C@H:14]([CH2:15][C@@H:16](OS(C2C=CC(C)=CC=2)(=O)=O)[CH2:17][CH2:18]1)[CH2:13][CH2:12]3)=[O:4].Cl>N1C(C)=CC(C)=CC=1C>[CH3:1][O:2][C:3]([C@H:5]1[CH2:10][CH2:9][C@H:8]2[C@H:11]3[C@H:21]([C:22](=[O:24])[CH2:23][C@:6]12[CH3:7])[C@:19]1([CH3:20])[C@H:14]([CH2:15][CH:16]=[CH:17][CH2:18]1)[CH2:13][CH2:12]3)=[O:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 86733143HCID 86733143、化合物

生成物 1

HCID 2278825117beta-Methoxycarbonyl-5alpha-androst-2-en-11-one収率 51.2%

試薬・触媒・溶媒 1

HCID 79532,4,6-Trimethylpyridine溶媒

実験手順

A solution of 17β-methoxycarbonyl-3β-toluene-p-sulphonyloxy-5α-androstan-11-one (1.01g.) in hot collidine (5 ml.) was refluxed for 30 minutes. The solution was cooled and poured into diluted hydrochloric acid and ice, and stirred. The product was filtered, washed with water, dried and purified by filtering it through a column of alumina, eluting with ether. The eluate was evaporated to a residue and crystallisation from ether and hexane gave title compound (340 mg.) as colourless rods; m.p. 169°-175°; [α]D + 139°.

後処理

  1. temperatureThe solution was cooled
  2. filtrationThe product was filtered
  3. washwashed with water
  4. customdried
  5. custompurified
  6. filtrationby filtering it through a column of alumina
  7. washeluting with ether
  8. customThe eluate was evaporated to a residue and crystallisation from ether and hexane

出典と根拠

ORDレコード
ord-adfd62dbdd12400fb3ddd3395d3ba9e0
出典データセット
uspto-grants-1976_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US03943124

反応ノート

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