Hydrochloric Acid → Ethyl 4-amino-2-methoxy-5-nitrobenzoate

HRID 1465805노트

반응식

HRID 1465805 반응식
C([NH:4][C:5]1[C:14]([N+:15]([O-:17])=[O:16])=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[C:7]([O:18][CH3:19])[CH:6]=1)(=O)C.Cl.[CH2:21](O)C>>[NH2:4][C:5]1[C:14]([N+:15]([O-:17])=[O:16])=[CH:13][C:8]([C:9]([O:11][CH2:12][CH3:21])=[O:10])=[C:7]([O:18][CH3:19])[CH:6]=1

참가 물질

4

반응물 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 77723Methyl 4-acetamido-2-methoxy-5-nitrobenzoate

생성물 1

HCID 67231122Ethyl 4-amino-2-methoxy-5-nitrobenzoate수율 91%

실험 절차

To a solution of methyl 4-acetamido-2-methoxy-5-nitrobenzoate (135 mg, 0.50 mmol) in ethanol 10 ml) was added concentrated hydrochloric acid (0.5 ml) dropwise and the mixture refluxed under nitrogen overnight. The reaction mixture was then cooled, the solvents removed and the residue purified by column chromatography (silica gel), eluting with 1:1 ethyl acetate/hexane to give ethyl 4-amino-2-methoxy-5-nitrobenzoate as a yellow solid (110 mg, 91%).

후처리

  1. temperaturethe mixture refluxed under nitrogen overnight
  2. temperatureThe reaction mixture was then cooled
  3. customthe solvents removed
  4. customthe residue purified by column chromatography (silica gel)
  5. washeluting with 1:1 ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-bff5e354b34a43b286885d9ce0ff467a
출처 데이터셋
uspto-grants-2015_04
특허 번호
US08999993B2

반응 노트

불러오는 중…