Sodium hydride → 2-(4-Chlorophenyl)-1-(3,4-difluoro-2-hydroxy-phenyl)-4-methyl-pentane-1,3-dione

HRID 14459노트

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HRID 14459 반응식
[H-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]([C:13]2[C:18]([O:19]C(=O)C(C)C)=[C:17]([F:25])[C:16]([F:26])=[CH:15][CH:14]=2)=[O:12])=[CH:6][CH:5]=1>O1CCCC1.Cl>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([CH:10]([C:11](=[O:12])[CH:13]([CH3:18])[CH3:14])[C:11]([C:13]2[CH:14]=[CH:15][C:16]([F:26])=[C:17]([F:25])[C:18]=2[OH:19])=[O:12])=[CH:8][CH:9]=1

참가 물질

5

반응물 2

HCID 24758Sodium hydrideHCID 68703339Isobutyric acid 6-[2-(4-chlorophenyl)acetyl]-2,3-difluorophenyl ester

생성물 1

HCID 686997002-(4-Chlorophenyl)-1-(3,4-difluoro-2-hydroxy-phenyl)-4-methyl-pentane-1,3-dione

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 8028Tetrahydrofuran용매

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온도
80 °C

실험 절차

Sodium hydride (1.5 g, 37.5 mmol, 60% dispersion in mineral oil, 4 eq.) is added portionwise to a stirred solution of isobutyric acid 6-[2-(4-chlorophenyl)acetyl]-2,3-difluorophenyl ester (3.16 g, 8.97 mmol) in tetrahydrofuran (60 ml) over 15 min. The mixture is heated in an oil bath at 80° C. for 4 h. The reaction is cooled to room temperature, diluted with 2M HCl solution and washed with ethyl acetate. The organic phase is dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo to afford the title compound as a brown oil. The product is used in the next step without further purification.

후처리

  1. temperatureThe reaction is cooled to room temperature
  2. washwashed with ethyl acetate
  3. dry with materialThe organic phase is dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-23a03a55e48c4fb1add8abb696fa5369
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732435B2

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