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

HRID 450078

반응식

HRID 450078 반응식
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]

참가 물질

4

반응물 1

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

생성물 1

HCID 2193671-(4-Nitrophenyl)propan-2-one수율 24%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매

반응 조건

온도
150 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-c2c54cfd496341b4a512b49e11d95194
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08486962B2

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