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

HRID 2301879노트

반응식

HRID 2301879 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

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)+.

후처리

  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

출처 및 근거

ORD 기록
ord-761f6b695d6441f481f71c097cc66d29
출처 데이터셋
uspto-grants-2002_12
특허 번호
US06500840B2

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