Water → 3-(2,4-Dimethoxybenzyl)-4-oxo-3-azabicyclo[3.1.0]hexane-1-carbaldehyde

HRID 83577

반응식

HRID 83577 반응식
[CH3:1][O:2][C:3]1[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:4]=1[CH2:5][N:6]1[CH2:11][C:10]2([CH2:12][OH:13])[CH:8]([CH2:9]2)[C:7]1=[O:14].C(N(CC)CC)C.O>CCCCCC.C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:4]=1[CH2:5][N:6]1[C:7](=[O:14])[CH:8]2[C:10]([CH:12]=[O:13])([CH2:9]2)[CH2:11]1

참가 물질

5

반응물 3

HCID 962WaterHCID 8471TriethylamineHCID 712879123-(2,4-Dimethoxybenzyl)-5-hydroxymethyl-3-azabicyclo[3.1.0]hexan-2-one

생성물 1

HCID 866803893-(2,4-Dimethoxybenzyl)-4-oxo-3-azabicyclo[3.1.0]hexane-1-carbaldehyde수율 118.3%

시약·촉매·용매 1

HCID 21226206Ethyl acetate hexane용매

실험 절차

Under argon atmosphere, to a solution of 3-(2,4-dimethoxybenzyl)-5-hydroxymethyl-3-azabicyclo[3.1.0]hexan-2-one (9.2 mg) in dimethylsulfoxide/chloroform (2/1, 135 μl) were sequentially added triethylamine (23 μl) and sulfur trioxide-pyridine complex (10.6 mg) at room temperature, and the mixture was stirred for 2 hours. To this reaction mixture was added water, and the mixture was extracted with ethyl acetate. This organic layer was washed with water, a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure to give a crude product of the titled compound (10.8 mg).

후처리

  1. customat room temperature
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThis organic layer was washed with water
  4. dry with materiala saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-9ad52f814abf4597bd635ad8910ca526
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846746B2

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