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

HRID 253336ノート

反応式

HRID 253336 の反応式
[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]

参加物

3

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 24813Phosphorus oxychloride溶媒

実験手順

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 solid. C16H19NO3 (273.33), MS (ESI)=292 (M+H+), Rf (n-heptane:ethyl acetate)=2:1)=0.43.

後処理

  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

出典と根拠

ORDレコード
ord-ddf629c850484fd6b3c8aac86d7aac8d
出典データセット
uspto-grants-2011_01
特許番号
US07872034B2

反応ノート

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