Ethanol → Diethyl 2-nitro-4-benzoylphenylmalonate

HRID 4472

반응식

HRID 4472 반응식
[Na].C(O)C.[C:5]([O:13][CH2:14][CH3:15])(=[O:12])[CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8].Cl[C:17]1[CH:30]=[CH:29][C:20]([C:21]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[O:22])=[CH:19][C:18]=1[N+:31]([O-:33])=[O:32]>C(Cl)Cl>[N+:31]([C:18]1[CH:19]=[C:20]([C:21](=[O:22])[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH:29]=[CH:30][C:17]=1[CH:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:5]([O:13][CH2:14][CH3:15])=[O:12])([O-:33])=[O:32]

참가 물질

6

반응물 4

HCID 702EthanolHCID 7761Diethyl MalonateHCID 417434-Chloro-3-nitrobenzophenoneHCID 5360545Sodium

생성물 1

HCID 13408230Diethyl 2-nitro-4-benzoylphenylmalonate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of sodium ethoxide, formed by reacting 4.6 g. (0.2 mole) of sodium metal with 200 ml. of ethanol, at 0° C. was added 32 g. (0.2 mole) of diethyl malonate followed by 26.1 g. (0.1 mole) of 4-chloro-3-nitrobenzophenone. The mixture was allowed to stir at room temperature for 2 hours and was then poured into 400 ml. of ice cold 2N hydrochloric acid and 300 ml. of methylene chloride. The organic layer was separated, dried over magnesium sulfate and concentrated to an oil. The residual oil was induced to crystallize by trituration with hexane containing trace amounts of diisopropyl ether, 34.75 g., m.p. 68°-70° C. The sample was further purified by trituration with hot hexane-diisopropyl ether, 30.84 g. (80% yield).

후처리

  1. additionwas then poured into 400 ml
  2. customThe organic layer was separated
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated to an oil
  5. customto crystallize by trituration with hexane containing trace amounts of diisopropyl ether, 34.75 g
  6. customThe sample was further purified by trituration with hot hexane-diisopropyl ether, 30.84 g

출처 및 근거

ORD 기록
ord-c0dad1d0d168495ea764fd1fd6e209c1
출처 데이터셋
uspto-grants-1988_02
특허 번호
US04725616

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