Ethanol → Diethyl 2-nitro-4-benzoylphenylmalonate

HRID 4472

反応式

HRID 4472 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 13408230Diethyl 2-nitro-4-benzoylphenylmalonate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-c0dad1d0d168495ea764fd1fd6e209c1
出典データセット
uspto-grants-1988_02
特許番号
US04725616

関連ノート

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