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

HRID 264321노트

반응식

HRID 264321 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-49b6f56714544519b295d0880698515b
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05646167

반응 노트

불러오는 중…