3-(Triphenyl-lambda~5~-phosphanylidene)butan-2-one → (2S)-5-allyloxycarbonylimino-1-methyl-2-(2-methyl-3-oxo-1-butenyl)pyrrolidine

HRID 1090527노트

반응식

HRID 1090527 반응식
[CH2:1]([O:4][C:5]([N:7]=[C:8]1[N:12]([CH3:13])[C@H:11]([CH:14]=O)[CH2:10][CH2:9]1)=[O:6])[CH:2]=[CH2:3].C1(P(C2C=CC=CC=2)(C2C=CC=CC=2)=[C:23]([CH3:27])[C:24](=[O:26])[CH3:25])C=CC=CC=1>C1(C)C=CC=CC=1>[CH2:1]([O:4][C:5]([N:7]=[C:8]1[N:12]([CH3:13])[C@H:11]([CH:14]=[C:23]([CH3:27])[C:24](=[O:26])[CH3:25])[CH2:10][CH2:9]1)=[O:6])[CH:2]=[CH2:3]

참가 물질

4

반응물 2

HCID 3019223-(Triphenyl-lambda~5~-phosphanylidene)butan-2-oneHCID 57243365(2S)-5-allyloxycarbonylimino-2-formyl-1-methylpyrrolidine

생성물 1

HCID 57051389(2S)-5-allyloxycarbonylimino-1-methyl-2-(2-methyl-3-oxo-1-butenyl)pyrrolidine

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
80 °C

실험 절차

To a solution of (2S)-5-allyloxycarbonylimino-2-formyl-1-methylpyrrolidine (0.46 g) in toluene (20 ml) was added 3-triphenylphosphoranylidenebutan-2-one and the mixture was stirred at 80° C. for 2 hours. The solvent was evaporated and the residue was chromatographed on silica gel eluting with a mixture of n-hexane and ethyl acetate (1:2 V/V) to give (2S)-5-allyloxycarbonylimino-1-methyl-2-(2-methyl-3-oxo-1-butenyl)pyrrolidine (0.54 g).

후처리

  1. customThe solvent was evaporated
  2. customthe residue was chromatographed on silica gel eluting with a mixture of n-hexane and ethyl acetate (1:2 V/V)

출처 및 근거

ORD 기록
ord-492b58b2128d4defb79db81a0cc94fca
출처 데이터셋
uspto-grants-1992_01
특허 번호
US05081237

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