Benzyl Bromide → 2-(Benzyloxy)-1-methoxy-4-nitrobenzene

HRID 8206

反応式

HRID 8206 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:4]=1[OH:12].[CH2:13](Br)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[CH2:13]([O:12][C:4]1[CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[CH:7]=[CH:8][C:3]=1[O:2][CH3:1])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 10796Cesium carbonateHCID 694712-Methoxy-5-nitrophenol

生成物 1

HCID 53140362-(Benzyloxy)-1-methoxy-4-nitrobenzene

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 2-methoxy-5-nitrophenol (54.3 g, 321 mmol), benzyl bromide (26.5 mL, 223 mmol,) and cesium carbonate (73 g, 223 mmol) is stirred in N,N-dimethylformamide (250 mL) for 24 h at room temperature. The mixture is partitioned between water and ethyl acetate. The layers are separated and the organic layer washed three times with water, once with brine, dried (sodium sulfate), filtered and evaporated to give a crude solid. The crude product is recrystallized from ethyl acetate to yield the title compound, 56.4 g (68%), as a white crystalline solid.

後処理

  1. customThe mixture is partitioned between water and ethyl acetate
  2. customThe layers are separated
  3. washthe organic layer washed three times with water
  4. dry with materialonce with brine, dried (sodium sulfate)
  5. filtrationfiltered
  6. customevaporated
  7. customto give a crude solid
  8. customThe crude product is recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-b0dd637ef9f742f487655199b8f5393a
出典データセット
uspto-grants-2006_08
特許番号
US07087626B2

関連ノート

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