Sulfuric Acid → 1-Bromo-3-(difluoromethyl)-5-nitrobenzene

HRID 1040030노트

반응식

HRID 1040030 반응식
[F:1][CH:2]([F:12])[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([N+:9]([O-:11])=[O:10])[CH:4]=1.OS(O)(=O)=O.C1C(=O)N([Br:25])C(=O)C1>O>[Br:25][C:7]1[CH:6]=[C:5]([N+:9]([O-:11])=[O:10])[CH:4]=[C:3]([CH:2]([F:12])[F:1])[CH:8]=1

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 67184N-bromobutanimideHCID 214079051-(Difluoromethyl)-3-nitrobenzene

생성물 1

HCID 672481711-Bromo-3-(difluoromethyl)-5-nitrobenzene수율 56.4%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

1-(Difluoromethyl)-3-nitrobenzene (866 mg, 5.00 mmol) was added to cold conc. H2SO4 and then NBS (890 mg, 5.00 mmol) was added. The mixture was warmed to room temperature for 30 minutes then 50-60° C. for 1 h. The mixture was then poured in water and ice and extracted diethyl ether twice. The organic layer was washed with dilute aqueous NaHCO3 and brine. Purification by chromatography on silica gel (0-15% ethyl acetate in hexanes) yielded 1-bromo-3-(difluoromethyl)-5-nitrobenzene (710 Mg, 2.82 mmol, 56.3%).

후처리

  1. extractionice and extracted diethyl ether twice
  2. washThe organic layer was washed with dilute aqueous NaHCO3 and brine
  3. customPurification by chromatography on silica gel (0-15% ethyl acetate in hexanes)

출처 및 근거

ORD 기록
ord-559843c426d1474e8f38a32f71f7d654
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08551984B2

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