Water → 13beta-Ethyl-17beta-(undec-10-enoyloxy)-gon-4-en-3-one

HRID 1077193

반응식

HRID 1077193 반응식
[C:1](Cl)(=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]=[CH2:11].[CH2:14]([C@:16]12[CH2:24][CH2:23][C@@H:22]3[C@@H:25]4[C:30]([CH2:31][CH2:32][C@H:21]3[C@@H:20]1[CH2:19][CH2:18][C@@H:17]2[OH:34])=[CH:29][C:28](=[O:33])[CH2:27][CH2:26]4)[CH3:15].O>C1C=CC=CC=1.N1C=CC=CC=1>[CH2:14]([C@:16]12[CH2:24][CH2:23][C@@H:22]3[C@@H:25]4[C:30]([CH2:31][CH2:32][C@H:21]3[C@@H:20]1[CH2:19][CH2:18][C@@H:17]2[O:34][C:1](=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]=[CH2:11])=[CH:29][C:28](=[O:33])[CH2:27][CH2:26]4)[CH3:15]

참가 물질

6

반응물 3

HCID 962WaterHCID 3804210-Undecenoyl chlorideHCID 10039774Gon-4-en-3-one, 13-ethyl-17-hydroxy-, (17beta)-(+-)-

생성물 1

HCID 6814459713beta-Ethyl-17beta-(undec-10-enoyloxy)-gon-4-en-3-one

시약·촉매·용매 2

HCID 241Benzene용매HCID 1049Pyridine용매

실험 절차

Add undec-10-enoyl 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, add to water and extract with benzene. Wash, dryand evaporate the extracts and recrystallize the residue from ethanol to obtain the title compound, m.p. 87°-88°; ultraviolet absorption peak at 240 mμ (ε17,000); infrared absorption peaks at 5.79, 6.00, 6.20 μ.

후처리

  1. customat -10°
  2. customfor 17 hours
  3. extractionextract with benzene
  4. washWash
  5. customevaporate the extracts
  6. customrecrystallize the residue from ethanol

출처 및 근거

ORD 기록
ord-e18b3fe36b6a407e882a9a68077aeb23
출처 데이터셋
uspto-grants-1976_05
특허 번호
US03959322

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