1-Phenyl-2-propanol → Phenylacetone

HRID 660486

반응식

HRID 660486 반응식
[C:1]1([CH2:7][CH:8]([OH:10])[CH3:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.C([O-])(O)=O.[Na+]>C(Cl)Cl>[C:1]1([CH2:7][C:8](=[O:10])[CH3:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

5

반응물 3

HCID 941851-Phenyl-2-propanolHCID 159087TriacetoxyperiodinaneHCID 516892Sodium Bicarbonate

생성물 1

HCID 7678Phenylacetone

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

To a stirred solution of 1-phenyl-2-propanol (2.18 g, 16.0 mmol) in CH2Cl2 (100 mL) is added Dess-Martin periodinane (50 mL, 15 wt % solution in methylene chloride) at 0° C. After stirring at 0° C. for 1 h, the mixture is warmed to RT and stirred for 1.5 h. To the reaction mixture is added saturated NaHCO3 (200 mL) and stirred at RT for 20 min. The mixture is filtered through Celite and the organic phase is washed with water and brine then dried over MgSO4. The solvent is removed under reduced pressure and the crude material is purified by flash chromatography to afford the title compound as a colorless oil: (M+1)+=135.

후처리

  1. temperaturethe mixture is warmed to RT
  2. stirringstirred for 1.5 h
  3. stirringstirred at RT for 20 min
  4. filtrationThe mixture is filtered through Celite
  5. washthe organic phase is washed with water and brine
  6. dry with materialthen dried over MgSO4
  7. customThe solvent is removed under reduced pressure
  8. customthe crude material is purified by flash chromatography

출처 및 근거

ORD 기록
ord-93a473ecc01246f3ac25bd1d06139260
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084448B2

연결된 노트

불러오는 중…