Dimethyl malonate → Dimethyl-3-nitrobiphenyl-4-malonate

HRID 24322

반응식

HRID 24322 반응식
[C:1]([O:8][CH3:9])(=[O:7])[CH2:2][C:3]([O:5][CH3:6])=[O:4].[H-].[Na+].F[C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:15][C:14]=1[N+:25]([O-:27])=[O:26]>CS(C)=O>[CH3:6][O:5][C:3](=[O:4])[CH:2]([C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:15][C:14]=1[N+:25]([O-:27])=[O:26])[C:1]([O:8][CH3:9])=[O:7]

참가 물질

5

반응물 3

HCID 7943Dimethyl malonateHCID 24758Sodium hydrideHCID 106802714-Fluoro-3-nitro-1,1'-biphenyl

생성물 1

HCID 10711410Dimethyl-3-nitrobiphenyl-4-malonate

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매3회

반응 조건

온도
100 °C

실험 절차

Dimethyl malonate (10 mL) in 25 mL of dimethylsulfoxide was added dropwise to 3.5 g sodium hydride suspended in 25 mL dimethylsulfoxide and the mixture heated at 100° C. for 10 minutes. The mixture was cooled to room temperature and 4.7 g of 4-fluoro-3-nitrobiphenyl in 25 mL dimethylsulfoxide was added. The mixture was heated at 100° C. for 2 hours, cooled and quenched with 300 mL of saturated ammonium chloride solution. The mixture was extracted three times with ethyl acetate and the combined organic layers washed with water and brine and evaporated to give, as a yellow oil, crude dimethyl-3-nitrobiphenyl-4-malonate.

후처리

  1. temperatureThe mixture was cooled to room temperature
  2. temperatureThe mixture was heated at 100° C. for 2 hours
  3. temperaturecooled
  4. customquenched with 300 mL of saturated ammonium chloride solution
  5. extractionThe mixture was extracted three times with ethyl acetate
  6. washthe combined organic layers washed with water and brine
  7. customevaporated

출처 및 근거

ORD 기록
ord-a060504d193f467db215cf91a13afa3f
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855730B2

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