Benzyl Bromide → 4-Benzyloxy-2,6-bis(trifluoromethyl)nitrobenzene

HRID 1373733노트

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HRID 1373733 반응식
C(=O)([O-])[O-].[K+].[K+].[CH2:7](Br)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[N+:15]([C:18]1[C:23]([C:24]([F:27])([F:26])[F:25])=[CH:22][C:21]([OH:28])=[CH:20][C:19]=1[C:29]([F:32])([F:31])[F:30])([O-:17])=[O:16]>CC(C)=O>[CH2:7]([O:28][C:21]1[CH:20]=[C:19]([C:29]([F:32])([F:31])[F:30])[C:18]([N+:15]([O-:17])=[O:16])=[C:23]([C:24]([F:25])([F:26])[F:27])[CH:22]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 210756024-Nitro-3,5-bis(trifluoromethyl)phenol

생성물 1

HCID 210756014-Benzyloxy-2,6-bis(trifluoromethyl)nitrobenzene수율 94.3%

시약·촉매·용매 1

HCID 180Acetone용매

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온도
50 °C

실험 절차

Under ice cooling, potassium carbonate (7.23 g, 52.3 mmol) and benzyl bromide (5.45 mL, 45.8 mmol) were added to a solution of 4-nitro-3,5-bis(trifluoromethyl)phenol (12.0 g, 43.6 mmol) in acetone (250 mL). After stirring at 50° C. for 13 hours, the reaction mixture was filtered and the insoluble matter was washed with acetone. To the residue obtained by distilling the filtrate under reduced pressure, ethyl acetate and water were added to allow it to separate into layers. The aqueous layer was extracted twice with ethyl acetate. The organic layers were combined, washed successively with water and saturated saline, dried over anhydrous sodium sulfate, and distilled under reduced pressure to remove the solvent. The residue was recrystallized from hexane-acetone, whereby 15.0 g (yield: 94.3%) of 4-benzyloxy-2,6-bis(trifluoromethyl)nitrobenzene was obtained as pale yellow needle-like crystals.

후처리

  1. filtrationthe reaction mixture was filtered
  2. washthe insoluble matter was washed with acetone
  3. customTo the residue obtained
  4. distillationby distilling the filtrate under reduced pressure, ethyl acetate and water
  5. additionwere added
  6. customto separate into layers
  7. extractionThe aqueous layer was extracted twice with ethyl acetate
  8. washwashed successively with water and saturated saline
  9. dry with materialdried over anhydrous sodium sulfate
  10. distillationdistilled under reduced pressure
  11. customto remove the solvent
  12. customThe residue was recrystallized from hexane-acetone

출처 및 근거

ORD 기록
ord-babf878057564a04a33b2fc27644e624
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07163944B2

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