Diethyl Ether → 1-(4-Bromophenyl)-2-methylpropan-1-one

HRID 1107498노트

반응식

HRID 1107498 반응식
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#N)=[CH:4][CH:3]=1.[CH:10]([Mg]Cl)([CH3:12])[CH3:11].[Cl-].[NH4+].C([O:19]CC)C>>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([C:6](=[O:19])[CH:10]([CH3:12])[CH3:11])=[CH:4][CH:3]=1

참가 물질

5

반응물 4

HCID 3283Diethyl Ether2회HCID 12162Benzonitrile, 4-bromo-HCID 25517Ammonium ChlorideHCID 178418918HCID 178418918, 화합물

생성물 1

HCID 150747831-(4-Bromophenyl)-2-methylpropan-1-one

실험 절차

4-Bromobenzonitrile (10 g) was dissolved in anhydrous diethyl ether (125 ml) and 2M isopropyl magnesium chloride in diethyl ether (30.24 ml) was added dropwise with stirring. The resulting solution was then heated to reflux for 18 hours. The reaction mixture was allowed to cool to ambient temperature and a saturated aqueous solution of ammonium chloride was added slowly with stirring. Stirring was continued for a further 2 hours. The organic phase was separated and the aqueous layer was extracted with diethyl ether (3×100 ml). The combined organic phases were washed with water (50 ml), then brine (50 ml), dried (MgSO4) and evaporated to give 1-bromo-4-(2-methylpropanoyl)benzene (11.6 g); 1H NMR (CDCl3): 1.15 (d, 6H), 3.1 (septet, 1H), 7.5-7.6 (m, 4H); mass spectrum (CI+) 226 (M.)+.

후처리

  1. temperatureThe resulting solution was then heated
  2. temperatureto reflux for 18 hours
  3. stirringwith stirring
  4. stirringStirring
  5. customThe organic phase was separated
  6. extractionthe aqueous layer was extracted with diethyl ether (3×100 ml)
  7. washThe combined organic phases were washed with water (50 ml)
  8. dry with materialbrine (50 ml), dried (MgSO4)
  9. customevaporated

출처 및 근거

ORD 기록
ord-137e980db2014934a0cf61e1f0398b86
출처 데이터셋
uspto-grants-2000_05
특허 번호
US06060475

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