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Sodium Hydroxide → 4-Methyl-1-(triphenyl-lambda5-phosphanylidene)-pentan-2-one

HRID 1377429
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HRID 1377429 반응식
[Br-].[CH2:2]([C:6]([CH2:8][P+:9]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:7])[CH:3]([CH3:5])[CH3:4].[OH-].[Na+]>C(Cl)Cl>[CH2:2]([C:6]([CH:8]=[P:9]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:7])[CH:3]([CH3:5])[CH3:4]
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 22914202Isobutylcarbonylmethyltriphenylphosphonium bromide

생성물 1

HCID 150165704-Methyl-1-(triphenyl-lambda5-phosphanylidene)-pentan-2-one수율 79.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

111.6 g of isobutylcarbonylmethyltriphenylphosphonium bromide in 1500 ml of methylene chloride is mixed with 1500 ml of 2N NaOH and stirred for 30 minutes at room temperature. The organic phase is separated, washed with water and dried on sodium sulfate. After filtration and evaporation of the solvent, the residue is recrystallized in tert-butyl methyl ether. 72.2 g of title compound 1, with a melting point of 120°-121° C., is obtained. By variations of the ketone component in reaction step a), other phosphoranes of the formula can be produced analogously. ##STR9## II. (5E,7E,22E)-(1S,3R)-1,3-bis-(tert-butyl-dimethyl silyloxy-9,10-seco-24a-homo-5,7,10(19)-22-cholestatetraene-24-one 2

후처리

  1. customThe organic phase is separated
  2. washwashed with water
  3. customdried on sodium sulfate
  4. filtrationAfter filtration and evaporation of the solvent
  5. customthe residue is recrystallized in tert-butyl methyl ether

출처 및 근거

ORD 기록
ord-f7ca1c1f2c2448ceb9f1209662dbb69b
출처 데이터셋
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05665716

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