Potassium Carbonate → 1-{5-[(4-Ethoxybenzyl)oxy]-1-benzofuran-2-yl}ethanone

HRID 1888741

반응식

HRID 1888741 반응식
[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([C:10](=[O:12])[CH3:11])=[CH:7][C:6]=2[CH:13]=1.[CH2:14]([O:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21]Cl)=[CH:19][CH:18]=1)[CH3:15].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C.[Cl-].[Na+].O>[CH2:14]([O:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21][O:1][C:2]2[CH:3]=[CH:4][C:5]3[O:9][C:8]([C:10](=[O:12])[CH3:11])=[CH:7][C:6]=3[CH:13]=2)=[CH:19][CH:18]=1)[CH3:15]

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 20639711-(Chloromethyl)-4-EthoxybenzeneHCID 32378771-(5-Hydroxy-1-benzofuran-2-yl)ethanone

생성물 1

HCID 670158661-{5-[(4-Ethoxybenzyl)oxy]-1-benzofuran-2-yl}ethanone수율 163.5%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 57417360Sodium chloride; water용매

반응 조건

온도
50 °C

실험 절차

To a solution of 1-(5-hydroxy-1-benzofuran-2-yl)ethanone (2.40 g, 13.7 mmol) in anhydrous DMF (1 mL) were added 4-ethoxybenzyl chloride (2.81 g, 16.5 mmol) and potassium carbonate (3.78 g, 27.4 mmol) and the mixture was stirred at 50° C. overnight. Saturated brine was added thereto, and the mixture was extracted three times with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give 1-{5-[(4-ethoxybenzyl)oxy]-1-benzofuran-2-yl}ethanone (6.95 g). This was directly used for the next reaction.

후처리

  1. extractionthe mixture was extracted three times with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-852283389d0e4a479baaeb76ed08dc28
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08501804B2

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