Water → 3-Benzyl-3-azabicyclo[3.1.0]hexane

HRID 1755326노트

반응식

HRID 1755326 반응식
COCCO[AlH2-]OCCOC.[Na+].[CH2:13]([N:20]1[C:25](=O)[CH:24]2[CH:22]([CH2:23]2)[C:21]1=O)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.O>CCOCC>[CH2:13]([N:20]1[CH2:21][CH:22]2[CH:24]([CH2:23]2)[CH2:25]1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 27645863-Benzyl-3-azabicyclo(3.1.0)hexane-2,4-dioneHCID 16684438Red-Al

생성물 1

HCID 131505223-Benzyl-3-azabicyclo[3.1.0]hexane수율 94%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

반응 조건

온도
0 °C

실험 절차

Red-Al (70% in toluene) (24 g, 83.2 mmol) was dissolved in absolute ether (100 mL) and cooled to 0° C. under N2, then 3-benzyl-3-aza-bicyclo[3.1.0]hexane-2,4-dione (3.72 g, 18.5 mmol) was added. The mixture was stirred at 0° C. for 30 mins then stirred under reflux for 4 h. Water (50 mL) was added to the cooled solution and the mixture filtered through celite. The organic phase was dried over Na2SO4, concentrated in vacuo to give 3-benzyl-3-aza-bicyclo[3.1.0]hexane (3.0 g, 94%) as a light red oil. LC-MS: [M+H]+, 174.2, tR=0.546 min.

후처리

  1. stirringthen stirred
  2. temperatureunder reflux for 4 h
  3. filtrationthe mixture filtered through celite
  4. dry with materialThe organic phase was dried over Na2SO4
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-17e272188a134276a3913994e6e8003b
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09169259B2

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