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

HRID 8206

반응식

HRID 8206 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b0dd637ef9f742f487655199b8f5393a
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087626B2

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