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

HRID 83577

反応式

HRID 83577 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 21226206Ethyl acetate hexane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-9ad52f814abf4597bd635ad8910ca526
出典データセット
uspto-grants-2014_09
特許番号
US08846746B2

関連ノート

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