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Dimethylformamide → 2-Isopropyl-6-methylbenzaldehyde

HRID 427510
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HRID 427510 반응식
Br[C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:9]([CH3:11])[CH3:10].[Mg].CN(C)[CH:15]=[O:16]>C(OCC)C>[CH:9]([C:3]1[CH:4]=[CH:5][CH:6]=[C:7]([CH3:8])[C:2]=1[CH:15]=[O:16])([CH3:11])[CH3:10]
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참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 5462224MagnesiumHCID 145345702-Bromo-1-isopropyl-3-methylbenzene

생성물 1

HCID 124670472-Isopropyl-6-methylbenzaldehyde수율 33%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a solution of 1-bromo-2-isopropyl-6-methylbenzene (6.9 g, 32.4 mmol) in diethyl ether (50 ml) was added magnesium turnings (0.9 g, 37 mmol) and the mixture was refluxed in nitrogen atmosphere until the reaction was started and was then stirred overnight at room temperature. Dimethylformamide (4 ml) was added dropwise during 10 min. and the mixture was stirred for 30 min. Saturated ammmoniumchloride solution (30 ml) was added and the mixture was stirred for 1 h. The organic layer was separated, filtrated and evaporated under reduced pressure. Purification by column chromatography on silica gel using hexane:methylene chloride (3:2) as eluent gave 1.75 g (33%) of the title compound .

후처리

  1. temperaturethe mixture was refluxed in nitrogen atmosphere until the reaction
  2. stirringthe mixture was stirred for 30 min
  3. stirringthe mixture was stirred for 1 h
  4. customThe organic layer was separated
  5. filtrationfiltrated
  6. customevaporated under reduced pressure
  7. customPurification by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-bb5ea198fbde4afeb2dd934f21b8792d
출처 데이터셋
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06313137B1

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