Ethyl 4-methyl-2-(4-methylbenzoylamino)-3-oxopentanoate → Ethyl 5-isopropyl-2-p-tolyloxazole-4-carboxylate

HRID 854616노트

반응식

HRID 854616 반응식
[CH3:1][CH:2]([CH3:21])[C:3](=[O:20])[CH:4]([NH:10][C:11](=O)[C:12]1[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=1)[C:5]([O:7][CH2:8][CH3:9])=[O:6]>P(Cl)(Cl)(Cl)=O>[CH:2]([C:3]1[O:20][C:11]([C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=2)=[N:10][C:4]=1[C:5]([O:7][CH2:8][CH3:9])=[O:6])([CH3:21])[CH3:1]

참가 물질

3

반응물 1

HCID 57434497Ethyl 4-methyl-2-(4-methylbenzoylamino)-3-oxopentanoate

생성물 1

HCID 57434498Ethyl 5-isopropyl-2-p-tolyloxazole-4-carboxylate

시약·촉매·용매 1

HCID 24813Phosphorus oxychloride용매

실험 절차

13 g of ethyl 4-methyl-2-(4-methylbenzoylamino)-3-oxopentanoate in 80 ml of phosphorus oxychloride are heated to the boil under reflux for 2 h. The phosphorus oxychloride is removed under reduced pressure and the resulting residue is dissolved in 200 ml of dichloromethane, washed three times with saturated NaHCO3 solution and dried over MgSO4, and the solvent is then removed under reduced pressure. This gives 11 g of ethyl 5-isopropyl-2-p-tolyloxazole-4-carboxylate as a brownish sold. C16H19NO3 (273.33), MS (ESI)=292 (M+H+), Rf(n-heptane:ethyl acetate)=2:1)=0.43.

후처리

  1. temperatureunder reflux for 2 h
  2. customThe phosphorus oxychloride is removed under reduced pressure
  3. dissolutionthe resulting residue is dissolved in 200 ml of dichloromethane
  4. washwashed three times with saturated NaHCO3 solution
  5. dry with materialdried over MgSO4
  6. customthe solvent is then removed under reduced pressure

출처 및 근거

ORD 기록
ord-18a66bc027a547249f15e9a4ffb88e85
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07259177B2

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