Hydrochloric Acid → 2-Methyl-2-phenylpropanal

HRID 1793234

반응식

HRID 1793234 반응식
[CH3:1][C:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)([CH3:5])[C:3]#N.[H-].C([Al+]CC(C)C)C(C)C.[OH2:22].Cl>CCCCCC>[CH3:1][C:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)([CH3:5])[CH:3]=[O:22]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 27975912-Methyl-2-phenylpropanenitrileHCID 21225700Diisobutylaluminumhydride

생성물 1

HCID 2838792-Methyl-2-phenylpropanal수율 92.8%

시약·촉매·용매 1

HCID 8058Hexane용매

실험 절차

To a solution of 2-methyl-2-phenylpropanenitrile (290 g, 2.00 mol) in hexane (2000 mL) at 0° C. under N2 is added diisobutylaluminum hydride (DIBAL-H) (2600 mL, 1M in hexane) over a period of 80 minutes. The reaction mixture is stirred at 6–14° C. for 15 minutes, then allowed to warm to room temperature and stirred for 4 hours. The reaction mixture is cooled to 0° C. and H2O (50 mL) is added slowly during 1 hour. Aqueous HCl (900 mL, 15%) is then added slowly to maintain a gentle reflux. The reaction mixture is stirred for 17 hours and the organic phase is separated. The aqueous layer is extracted with ethyl acetate (400 mL) and the combined organic layers are washed with water (300 mL), brine (300 mL) and dried over Na2SO4. The organic extracts are filtered and concentrated to give 2-methyl-2-phenylpropanal as an oil (275 g, 92.8% yield, 98.2% by HPLC area).

후처리

  1. stirringstirred for 4 hours
  2. temperatureThe reaction mixture is cooled to 0° C.
  3. temperatureto maintain a gentle reflux
  4. stirringThe reaction mixture is stirred for 17 hours
  5. customthe organic phase is separated
  6. extractionThe aqueous layer is extracted with ethyl acetate (400 mL)
  7. washthe combined organic layers are washed with water (300 mL), brine (300 mL)
  8. dry with materialdried over Na2SO4
  9. filtrationThe organic extracts are filtered
  10. concentrationconcentrated

출처 및 근거

ORD 기록
ord-265cf475ddee42328a84105d9d35affc
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07078572B2

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