Ethyl Acetate → 3-(Benzyloxy)-4-methoxyaniline

HRID 8207

반응식

HRID 8207 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([N+:15]([O-])=O)[CH:12]=[CH:11][C:10]=1[O:18][CH3:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OCC)(=O)C.O.[Sn](Cl)Cl.C(=O)(O)[O-].[Na+]>O.C(O)C>[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([NH2:15])[CH:12]=[CH:11][C:10]=1[O:18][CH3:19])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

7

반응물 4

HCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 53140362-(Benzyloxy)-1-methoxy-4-nitrobenzeneHCID 43835034Tin dichloride dihydrate

생성물 1

HCID 125477223-(Benzyloxy)-4-methoxyaniline

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

To a solution of 2-(benzyloxy)-1-methoxy-4-nitrobenzene (35.35 g, 136 mmol) in 1:1 ethyl acetate: ethanol (640 mL) at 80° C. is added tin(II) chloride hydrate in portions over 25 minutes. The mixture is heated at this temperature for 5 h. The mixture is allowed to cool to room temperature and stirred for 2 days. The mixture is poured into water (1 L) and neutralized with solid sodium bicarbonate. The mixture is extracted three times with ethyl acetate. The combined organic extracts are washed with water and brine, dried (sodium sulfate), filtered and evaporated to yield the title compound as a dark brown oil.

후처리

  1. temperatureThe mixture is heated at this temperature for 5 h
  2. extractionThe mixture is extracted three times with ethyl acetate
  3. washThe combined organic extracts are washed with water and brine
  4. dry with materialdried (sodium sulfate)
  5. filtrationfiltered
  6. customevaporated

출처 및 근거

ORD 기록
ord-1453f3f499cc49b1ac8cfe210902109d
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087626B2

연결된 노트

불러오는 중…