Water → 1-Ethyl [2-oxo-3-(2-oxo-2-phenylethyl)cyclohexyl]acetate

HRID 12608

反応式

HRID 12608 の反応式
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4].[OH2:11].[C:12]([O:15][CH2:16][CH3:17])(=[O:14])[CH3:13]>CN(C)C=O>[O:11]=[C:5]1[CH:10]([CH2:2][C:3](=[O:4])[C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH2:9][CH2:8][CH2:7][CH:6]1[CH2:13][C:12]([O:15][CH2:16][CH3:17])=[O:14]

参加物

5

反応物 3

HCID 962WaterHCID 6259Phenacyl bromideHCID 8857Ethyl Acetate

生成物 1

HCID 688589331-Ethyl [2-oxo-3-(2-oxo-2-phenylethyl)cyclohexyl]acetate収率 50%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Intermediate 2 (667 mg, 2.81 mmol) was dissolved in dimethylformamide (14 ml), 2-bromo-1-phenylethanone (560 mg, 2.81 mmol) was added and the reaction stirred for 24 h at room temperature. Water (5 ml) was added and the reaction allowed to stir for a further 24 h. The mixture was then diluted with ethyl acetate (100 ml) and washed with water. The aqueous fraction was re-extracted three times with ethyl acetate and the combined organic fractions washed three times with water, then dried over sodium sulfate, filtered and concentrated in vacuo. Column chromatography (10-20% ethyl acetate/hexanes) provided the title compound as a pale yellow oil (428 mg, 50%).

後処理

  1. stirringto stir for a further 24 h
  2. washwashed with water
  3. extractionThe aqueous fraction was re-extracted three times with ethyl acetate
  4. washthe combined organic fractions washed three times with water
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-6954c721ef9f486e9691b22e474bc1ae
出典データセット
uspto-grants-2010_06
特許番号
US07728022B2

関連ノート

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