Isopropanol → Isopropyl Hydrogen Phenylmalonate

HRID 36902

반응식

HRID 36902 반응식
[C:1]1([CH:7]([C:11]([OH:13])=[O:12])[C:8]([OH:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)(Cl)=O.[CH:18](O)([CH3:20])[CH3:19]>CCOCC.CN(C)C=O>[C:1]1([CH:7]([C:11]([OH:13])=[O:12])[C:8]([O:10][CH:18]([CH3:20])[CH3:19])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

6

반응물 3

HCID 3776IsopropanolHCID 24386Thionyl ChlorideHCID 75791Phenylmalonic acid

생성물 1

HCID 19042994Isopropyl Hydrogen Phenylmalonate수율 60%

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 3283Diethyl Ether용매

실험 절차

Phenylmalonic acid (13.5 g, 0.07 mol ) in dry ether (40 mL) was treated with thionyl chloride (8.92 g, 5.4 mL, 0.07 mol) and one drop of N,N-dimethylformamide. The mixture was heated at 40°-50° C. for 3 hours. The clear solution was evaporated under reduced pressure to remove any residual thionyl chloride. The oily residue was redissolved in dry ether (40 mL), and the solution was treated with isopropyl alcohol (0.075 mol, 5.76 mL), refluxed for 2 hours and worked up as before to give the titled compound.

후처리

  1. temperatureThe mixture was heated at 40°-50° C. for 3 hours
  2. customThe clear solution was evaporated under reduced pressure
  3. customto remove any residual thionyl chloride
  4. dissolutionThe oily residue was redissolved in dry ether (40 mL)
  5. temperaturerefluxed for 2 hours

출처 및 근거

ORD 기록
ord-af73ff0456864c18a081b75ef0069f5f
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05418244

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