Ethanol → 4,5-Dimethoxy-2-nitroaniline

HRID 1745914

反応式

HRID 1745914 の反応式
[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][C:6]([N+:11]([O-:13])=[O:12])=[C:5]([N+:14]([O-])=O)[CH:4]=1.CCO>[Fe].O>[CH3:10][O:9][C:8]1[C:3]([O:2][CH3:1])=[CH:4][C:5]([NH2:14])=[C:6]([N+:11]([O-:13])=[O:12])[CH:7]=1

参加物

5

反応物 2

HCID 702EthanolHCID 2229891,2-Dimethoxy-4,5-dinitrobenzene

生成物 1

HCID 46531524,5-Dimethoxy-2-nitroaniline収率 119.3%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 962Water溶媒

反応条件

温度
70 °C

実験手順

4.50 g (20.0 mmol) 4,5-dimethoxy-1,2-dinitrobenzene was taken into 50.0 mL EtOH/8.4 mL AcOH mixture. To this was added 4.00 g powdered iron (O). The reaction was heated to an oil bath temperature of 70° C. overnight. The reaction was allowed to cool to room temperature and was poured into 400 mL H2O. Aqueous layer was extracted several times with diethyl ether. Organic layers were dried over magnesium sulfate and evaporated under reduced pressure to give 4.73 g orange solid as a mixture of starting material and product. This solid was purified over silica gel (30% DCM in hexanes) to give the title compound 86A as an orange solid (1.15 g, 5.80 mmol).

後処理

  1. additionTo this was added 4.00 g
  2. temperatureto cool to room temperature
  3. extractionAqueous layer was extracted several times with diethyl ether
  4. dry with materialOrganic layers were dried over magnesium sulfate
  5. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-f7894d8e5a5e45aa96d7481853c32e55
出典データセット
uspto-grants-2006_03
特許番号
US07019147B1

関連ノート

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