Cesium carbonate → Ethyl 2-[[4-hexyloxybenzenesulfonyl](isobutyl)amino]acetate

HRID 264321ノート

反応式

HRID 264321 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([CH2:18][CH:19]([CH3:21])[CH3:20])[CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])(=[O:10])=[O:9])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].I[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34]>CN(C)C=O>[CH2:29]([O:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([CH2:18][CH:19]([CH3:20])[CH3:21])[CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])(=[O:10])=[O:9])=[CH:4][CH:3]=1)[CH2:30][CH2:31][CH2:32][CH2:33][CH3:34]

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 125271-IodohexaneHCID 10591435Ethyl 2-[[4-hydroxybenzenesulfonyl](isobutyl)amino]acetate

生成物 1

HCID 10834775Ethyl 2-[[4-hexyloxybenzenesulfonyl](isobutyl)amino]acetate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Ethyl 2-[[4-hydroxybenzenesulfonyl](isobutyl)amino]acetate (1.0 g, 3.17 mmol) is dissolved in dimethylformamide (16 mL). Cesium carbonate (1.03 g, 3.17 mmol) is added, followed by 1-iodohexane (0.47 mL, 3.17 mmol), and the reaction is stirred overnight at room temperature. The reaction is then partitioned between water and ethyl acetate, the aqueous layer is extracted well with ethyl acetate, the combined organic layers are dried (Na2SO4), and the solvent is evaporated. The product is purified by silica gel chromatography (10% ethyl acetate/hexane) to give ethyl 2-[[4-hexyloxybenzenesulfonyl](isobutyl)amino]acetate.

後処理

  1. customThe reaction is then partitioned between water and ethyl acetate
  2. extractionthe aqueous layer is extracted well with ethyl acetate
  3. dry with materialthe combined organic layers are dried (Na2SO4)
  4. customthe solvent is evaporated
  5. customThe product is purified by silica gel chromatography (10% ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-49b6f56714544519b295d0880698515b
出典データセット
uspto-grants-1997_07
特許番号
US05646167

反応ノート

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