Hydrochloric Acid → 3-Isobutylbenzaldehyde

HRID 249140노트

반응식

HRID 249140 반응식
[CH2:1]([C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[C:8]#N)[CH:2]([CH3:4])[CH3:3].[H-].C([Al+]CC(C)C)C(C)C.[Cl-].[NH4+].Cl.CC[O:28]CC>C1(C)C=CC=CC=1>[CH2:1]([C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[CH:8]=[O:28])[CH:2]([CH3:4])[CH3:3]

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 25517Ammonium ChlorideHCID 190247553-IsobutylbenzonitrileHCID 21225700Diisobutylaluminumhydride2회

생성물 1

HCID 220441763-Isobutylbenzaldehyde

시약·촉매·용매 1

HCID 1140Toluene용매3회

반응 조건

온도
25 °C

실험 절차

To a solution of 3-isobutylbenzonitrile (7.0 g) in toluene (150 ml) was added a 1.5M solution of diisobutylaluminum hydride in toluene (88 ml) at 25° C. over 30 minutes and the mixture was stirred at 25° C. for 2 hours. Another 1.5M solution of diisobutylaluminum hydride in toluene (30 ml) was added, and the mixture was stirred at 25° C. for 1 hour. The mixture was poured into a mixture of ether, aqueous ammonium chloride and 1N hydrochloric acid. The organic layer was separated, washed with water and brine, and dried over magnesium sulfate. After evaporation of the solvent, the residue was chromatographed on silica gel (150 g) eluting with a mixture of toluene and hexane (2:1) to give 3-isobutylbenzaldehyde (4.72 g) as a colorless oil.

후처리

  1. stirringthe mixture was stirred at 25° C. for 1 hour
  2. customThe organic layer was separated
  3. washwashed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. customAfter evaporation of the solvent
  6. customthe residue was chromatographed on silica gel (150 g)
  7. washeluting with a mixture of toluene and hexane (2:1)

출처 및 근거

ORD 기록
ord-04a0a76c15b04bb6a1fa36254464ef4c
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05212320

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