Nitric Acid → 4-(Benzyloxy)-2-nitrophenol

HRID 34701

反応式

HRID 34701 の反応式
[N+:1]([O-:4])(O)=[O:2].[CH2:5]([O:12][C:13]1[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C(OC(=O)C)C>[N+:1]([C:15]1[CH:14]=[C:13]([O:12][CH2:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH:18]=[CH:17][C:16]=1[OH:19])([O-:4])=[O:2]

参加物

4

反応物 2

HCID 944Nitric AcidHCID 7638Monobenzone

生成物 1

HCID 46066344-(Benzyloxy)-2-nitrophenol収率 37%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

Fumic nitric acid (d=1.52, 43.6 g, 0.70 mole) was dropwise added under stirring to 4-benzyloxyphenol (138.0 g, 0.69 mole) in ethylacetate (500 ml) at 0° C. The resulting solution was raised at room temperature and then washed in separatory funnel with sodium hydrogen carbonate in water (saturated solution). The organic layer was separated and evaporated under vacuum and the residual solid was crystallized from methanol (100 ml) to give nitrophenol (Yield of (a): 62.54 g, 36%) as yellow prisms. The product structure was confirmed by NMR and IR spectra.

後処理

  1. washwashed in separatory funnel with sodium hydrogen carbonate in water (saturated solution)
  2. customThe organic layer was separated
  3. customevaporated under vacuum
  4. customthe residual solid was crystallized from methanol (100 ml)

出典と根拠

ORDレコード
ord-7835854324c54d07bcfc2e65b3493c6e
出典データセット
uspto-grants-1988_08
特許番号
US04762925

関連ノート

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