Diethyl 2-(2-(4-nitrophenyl)acetyl)malonate → 1-(4-Nitrophenyl)propan-2-one

HRID 450078

反応式

HRID 450078 の反応式
C(OC(=O)[CH:5]([C:11](=[O:22])[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=1)C(OCC)=O)C>CS(C)=O.O>[N+:19]([C:16]1[CH:15]=[CH:14][C:13]([CH2:12][C:11](=[O:22])[CH3:5])=[CH:18][CH:17]=1)([O-:21])=[O:20]

参加物

4

反応物 1

HCID 12342271Diethyl 2-(2-(4-nitrophenyl)acetyl)malonate

生成物 1

HCID 2193671-(4-Nitrophenyl)propan-2-one収率 24%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

反応条件

温度
150 °C

実験手順

2-[2-(4-Nitro-phenyl)-acetyl]-malonic acid diethyl ester (1.4 g) was taken up in a mixture of DMSO (8 ml) and water (4 ml) and heated at 150° C. with stirring for 10 hr. The product was extracted with ethyl acetate (50 ml). The organic layer was washed with water, aqueous sodium bicarbonate solution and brine. The organic layer was then dried over sodium sulphate, filtered and evaporated. Purification by column chromatography over silica gel using ethyl acetate and hexane (6:94) as eluent yielded 1-(4-nitro-phenyl)-propan-2-one (160 mg, 24%).

後処理

  1. extractionThe product was extracted with ethyl acetate (50 ml)
  2. washThe organic layer was washed with water, aqueous sodium bicarbonate solution and brine
  3. dry with materialThe organic layer was then dried over sodium sulphate
  4. filtrationfiltered
  5. customevaporated
  6. customPurification by column chromatography over silica gel

出典と根拠

ORDレコード
ord-c2c54cfd496341b4a512b49e11d95194
出典データセット
uspto-grants-2013_07
特許番号
US08486962B2

関連ノート

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