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

HRID 14459ノート

反応式

HRID 14459 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-23a03a55e48c4fb1add8abb696fa5369
出典データセット
uspto-grants-2010_06
特許番号
US07732435B2

反応ノート

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