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3-Cyclopentylpropionyl chloride → 13beta-Ethyl-17beta-(3-cyclopentylpropionoxy)-gon-4-en-3-one

HRID 1077194
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반응식

HRID 1077194 반응식
[CH:1]1([CH2:6][CH2:7][C:8](Cl)=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:11]([C@:13]12[CH2:21][CH2:20][C@@H:19]3[C@@H:22]4[C:27]([CH2:28][CH2:29][C@H:18]3[C@@H:17]1[CH2:16][CH2:15][C@@H:14]2[OH:31])=[CH:26][C:25](=[O:30])[CH2:24][CH2:23]4)[CH3:12]>C1C=CC=CC=1.N1C=CC=CC=1>[CH2:11]([C@:13]12[CH2:21][CH2:20][C@@H:19]3[C@@H:22]4[C:27]([CH2:28][CH2:29][C@H:18]3[C@@H:17]1[CH2:16][CH2:15][C@@H:14]2[O:31][C:8](=[O:9])[CH2:7][CH2:6][CH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)=[CH:26][C:25](=[O:30])[CH2:24][CH2:23]4)[CH3:12]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 660393-Cyclopentylpropionyl chlorideHCID 10039774Gon-4-en-3-one, 13-ethyl-17-hydroxy-, (17beta)-(+-)-

생성물 1

HCID 2279039313beta-Ethyl-17beta-(3-cyclopentylpropionoxy)-gon-4-en-3-one

시약·촉매·용매 2

HCID 241Benzene용매HCID 1049Pyridine용매

실험 절차

Add 3-cyclopentylpropionyl chloride (2 g.) in benzene (6 cc.) to 13β-ethyl-17β-hydroxy-gon-4-en-3-one (2 g.) in pyridine (6 cc.) at -15°. Keep the mixture at -10° for 17 hours, work up and recrystallize the product from methanol to give the title compound, m.p. 88-89°; ultraviolet absorption peak at 241 mμ (ε17,000); infrared absorption peaks at 5.80; 6.00, 6.18 μ.

후처리

  1. customat -10°
  2. customfor 17 hours
  3. customrecrystallize the product from methanol

출처 및 근거

ORD 기록
ord-96165fb019b74be28d1fca38a215fd69
출처 데이터셋
uspto-grants-1976_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03959322

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