Benzyl Bromide → 1-Benzyloxy-4-bromo-2-fluoro-5-nitrobenzene

HRID 2421228노트

반응식

HRID 2421228 반응식
[Br:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([OH:11])=[C:4]([F:12])[CH:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[CH2:19](Br)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]([F:12])[C:5]([O:11][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9]

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 10796Cesium carbonateHCID 179763164-Bromo-2-fluoro-5-nitrophenol

생성물 1

HCID 583039441-Benzyloxy-4-bromo-2-fluoro-5-nitrobenzene수율 90.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 4-bromo-2-fluoro-5-nitrophenol (prepared according to WO2004/014361, 10 g, 42.3 mmol) and cesium carbonate (16.42 g, 50.4 mmol) in DMF (80 mL), was stirred at room temperature and treated with benzyl bromide (5.5 g, 46.5 mmol) and the mixture was stirred/sonicated at room temperature for 2 hours (˜30 mins sonication). The DMF was evaporated and water and ethyl acetate were added and the product was extracted into ethyl acetate. The combined extracts were washed with sodium bicarbonate solution, dried (Na2SO4) and concentrated. Trituration of the solid with diethyl ether (3×) and drying gave the title compound (D4), (12.50 g).

후처리

  1. customthe mixture was stirred/sonicated at room temperature for 2 hours
  2. custom(˜30 mins sonication)
  3. customThe DMF was evaporated
  4. additionwater and ethyl acetate were added
  5. extractionthe product was extracted into ethyl acetate
  6. washThe combined extracts were washed with sodium bicarbonate solution
  7. dry with materialdried (Na2SO4)
  8. concentrationconcentrated
  9. dry with materialTrituration of the solid with diethyl ether (3×) and drying

출처 및 근거

ORD 기록
ord-355eac88103a42df86ced51d502ea8af
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07956083B2

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