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

HRID 1465805ノート

反応式

HRID 1465805 の反応式
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

参加物

4

反応物 3

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

生成物 1

HCID 67231122Ethyl 4-amino-2-methoxy-5-nitrobenzoate収率 91%

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-bff5e354b34a43b286885d9ce0ff467a
出典データセット
uspto-grants-2015_04
特許番号
US08999993B2

反応ノート

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