Phosphorus oxychloride → Ethyl 5-(3-chlorophenyl)oxazole-2-carboxylate

HRID 2301879ノート

反応式

HRID 2301879 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:8](=[O:18])[CH2:9][NH:10][C:11](=O)[C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:5]=[CH:6][CH:7]=1.O=P(Cl)(Cl)Cl>C1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[O:18][C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[N:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 24813Phosphorus oxychlorideHCID 85809577Ethyl [[2-(3-Chlorophenyl)-2-oxoethyl]amino](oxo)acetate

生成物 1

HCID 22350710Ethyl 5-(3-chlorophenyl)oxazole-2-carboxylate収率 51.6%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

A mixture of the product from Step 79b (1.28 g, 4.70 mmol, 1 eq), benzene (8 mL), and POCl3 (2.0 mL, 21 mmol) is heated under reflux for 65 h and cooled. The mixture is then evaporated and extracted between CHCl3 and water. The organic layer is separated, dried over MgSO4, filtered, and evaporated. The residue is crystallized from EtOH to give the title product (0.61 g, 51%). MS (ESI) for C12H10ClNO3 m/z 252 (M+H)+.

後処理

  1. temperatureis heated
  2. temperatureunder reflux for 65 h
  3. temperaturecooled
  4. customThe mixture is then evaporated
  5. extractionextracted between CHCl3 and water
  6. customThe organic layer is separated
  7. dry with materialdried over MgSO4
  8. filtrationfiltered
  9. customevaporated
  10. customThe residue is crystallized from EtOH

出典と根拠

ORDレコード
ord-761f6b695d6441f481f71c097cc66d29
出典データセット
uspto-grants-2002_12
特許番号
US06500840B2

反応ノート

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