Water → Methyl {6-[(4-ethoxybenzyl)oxy]-1-benzofuran-3-yl}acetate

HRID 1888706

반응식

HRID 1888706 반응식
[OH:1][C:2]1[CH:15]=[CH:14][C:5]2[C:6]([CH2:9][C:10]([O:12][CH3:13])=[O:11])=[CH:7][O:8][C:4]=2[CH:3]=1.Cl[CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH3:26])=[CH:20][CH:19]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[CH2:25]([O:24][C:21]1[CH:22]=[CH:23][C:18]([CH2:17][O:1][C:2]2[CH:15]=[CH:14][C:5]3[C:6]([CH2:9][C:10]([O:12][CH3:13])=[O:11])=[CH:7][O:8][C:4]=3[CH:3]=2)=[CH:19][CH:20]=1)[CH3:26]

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 20639711-(Chloromethyl)-4-EthoxybenzeneHCID 20770861Methyl 2-(6-hydroxy-1-benzofuran-3-yl)acetate

생성물 1

HCID 58047549Methyl {6-[(4-ethoxybenzyl)oxy]-1-benzofuran-3-yl}acetate수율 96%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of methyl (6-hydroxy-1-benzofuran-3-yl)acetate (10.0 g, 48.5 mmol) in DMF (100 mL) were added 1-(chloromethyl)-4-ethoxybenzene (12.4 g, 72.7 mmol) and potassium carbonate (13.5 g, 97.0 mmol), and the mixture was stirred at room temperature for 3 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed twice with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was washed with diethyl ether and hexane to give the title compound (15.8 g, yield 96%) as a white solid.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed twice with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. washthe residue was washed with diethyl ether and hexane

출처 및 근거

ORD 기록
ord-4265bbe240764c999ee95da68580826f
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08501804B2

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