Nitric Acid → Ethyl 2-(4-hydroxy-3-nitrophenyl)propanoate

HRID 660315ノート

反応式

HRID 660315 の反応式
[CH2:1]([O:3][C:4](=[O:14])[CH:5]([C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1)[CH3:6])[CH3:2].[N+:15]([O-])([OH:17])=[O:16].O>C(O)(=O)C>[CH2:1]([O:3][C:4](=[O:14])[CH:5]([C:7]1[CH:8]=[CH:9][C:10]([OH:13])=[C:11]([N+:15]([O-:17])=[O:16])[CH:12]=1)[CH3:6])[CH3:2]

参加物

5

反応物 3

HCID 944Nitric AcidHCID 962WaterHCID 12785115Ethyl 2-(4-hydroxyphenyl)propanoate

生成物 1

HCID 21444155Ethyl 2-(4-hydroxy-3-nitrophenyl)propanoate

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A solution of 2-(4-hydroxy-phenyl)-propionic acid ethyl ester (9.02 g) in acetic acid (75 mL) was added nitric acid (60%, 5.24 g in AcOH) at room temperature. The reaction mixture was stirred for 30 minutes at room temperature and added water. The mixture was extracted with EtOAc and the organic layer was dried over magnesium sulfate, filtered and concentrated in vacuo. The resulting residue was chromatographed on silica gel (n-Hex:EtOAc=10:1) to afford the product as yellow oil. (9.71 g)

後処理

  1. extractionThe mixture was extracted with EtOAc
  2. dry with materialthe organic layer was dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe resulting residue was chromatographed on silica gel (n-Hex:EtOAc=10:1)

出典と根拠

ORDレコード
ord-a507f1f146284096a9b5e5b2c74d9f84
出典データセット
uspto-grants-2011_12
特許番号
US08084484B2

反応ノート

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