Benzaldehyde → 2-Nitro-1-phenyl-1-propanol

HRID 2359934

반응식

HRID 2359934 반응식
[CH:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+:9]([CH2:12][CH3:13])([O-:11])=[O:10].O>O1CCCC1.C(O)(C)(C)C.CC(C)([O-])C.[K+]>[N+:9]([CH:12]([CH3:13])[CH:1]([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[OH:8])([O-:11])=[O:10]

참가 물질

7

반응물 3

HCID 240BenzaldehydeHCID 962WaterHCID 6587Nitroethane

생성물 1

HCID 2261182-Nitro-1-phenyl-1-propanol수율 93.7%

시약·촉매·용매 3

HCID 23665647Potassium tert-butoxide촉매HCID 6386tert-Butanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of benzaldehyde (20.0 g) and nitroethane (28.4 g) in tetrahydrofuran (50 mL) and tert-butanol (50 mL) was added potassium tert-butoxide (1.27 g) under ice-cooling, and the mixture was stirred at room temperature for 16 hr. Water was added to the reaction mixture, and the mixture was extracted with diethyl ether. The extract was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=10:1) to give the title compound as a blue oil (yield 32.0 g, 93%).

후처리

  1. temperaturecooling
  2. extractionthe mixture was extracted with diethyl ether
  3. washThe extract was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=10:1)

출처 및 근거

ORD 기록
ord-783b2d95b9454079a030f2ed08c28513
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08686010B2

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