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

HRID 267630
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HRID 267630 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 86733143HCID 86733143, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 79532,4,6-Trimethylpyridine용매

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-adfd62dbdd12400fb3ddd3395d3ba9e0
출처 데이터셋
uspto-grants-1976_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03943124

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