2-Cyclohexylethanol → HCID 86658987、化合物

HRID 475522

反応式

HRID 475522 の反応式
[H-].[Na+].[CH:3]1([CH2:9][CH2:10][OH:11])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.F[C:13]1[CH:20]=[CH:19][C:16]([CH:17]=[O:18])=[C:15]([C:21]([F:24])([F:23])[F:22])[CH:14]=1>CN(C)C=O>[CH:3]1([CH2:9][CH2:10][O:11][C:13]2[CH:20]=[CH:19][C:16]([CH:17]=[O:18])=[C:15]([C:21]([F:22])([F:24])[F:23])[CH:14]=2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1

参加物

5

反応物 3

HCID 205082-CyclohexylethanolHCID 24758Sodium hydrideHCID 5229404-Fluoro-2-(trifluoromethyl)benzaldehyde

生成物 1

HCID 86658987HCID 86658987、化合物収率 75.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

Sodium hydride (343.2 mg, 8.58 mmol, 60% dispersed oil) was slowly added to cyclohexaneethanol (1 g, 7.8 mmol) dissolved in 30 ml of dried dimethylformamide under nitrogen at room temperature while stirring. The mixture was further stirred at room temperature for 30 minutes. Then, 4-fluoro-2-(trifluoromethyl)benzaldehyde (1.2 g, 7.8 mmol) dissolved in dried dimethylformamide was added thereto over 10 minutes and stirred at room temperature for 18 hours until the initial product disappeared. Subsequently, ice water was added thereto, and the resulting mixture was extracted with ethyl acetate and water. The organic layer was washed with water several times, dried with anhydrous magnesium sulfate, filtered and solvent-evaporated. The residual oil was chromatographed on the silica gel column (hexane:ethyl acetate-20:1) to afford the intermediate, 4-(2-cyclohexylethoxy)-2-(trifluoromethyl)benzaldehyde (1.77 g, yield: 75.6%).

後処理

  1. stirringThe mixture was further stirred at room temperature for 30 minutes
  2. additionwas added
  3. extractionthe resulting mixture was extracted with ethyl acetate and water
  4. washThe organic layer was washed with water several times
  5. dry with materialdried with anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customsolvent-evaporated
  8. customThe residual oil was chromatographed on the silica gel column (hexane:ethyl acetate-20:1)

出典と根拠

ORDレコード
ord-9c081e498bc144e4aa60dc4f5d0a06c4
出典データセット
uspto-grants-2014_01
特許番号
US08637558B2

関連ノート

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