Ethanol → 4,5-Dimethoxy-2-nitroaniline

HRID 1745914

반응식

HRID 1745914 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

HCID 46531524,5-Dimethoxy-2-nitroaniline수율 119.3%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 962Water용매

반응 조건

온도
70 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-f7894d8e5a5e45aa96d7481853c32e55
출처 데이터셋
uspto-grants-2006_03
특허 번호
US07019147B1

연결된 노트

불러오는 중…