반응 #2398

ord-c78f869bf2a74b75ba8846f932a65794

반응 방정식

Cc1ccc(-c2c(Cl)ncnc2OCCO)cc1
2-{6-chloro-5-(4-methylphenyl)pyrimidin-4-yloxy}-ethanol
[N-]=[N+]=[N-].[Na+]
sodium azide
CN(C)C=O
dimethyformamide
Cc1ccc(-c2c(N=[N+]=[N-])ncnc2OCCO)cc1
2-{6-azido-5-(4-methylphenyl)pyrimidin-4-yloxy}ethanol
수율 87.5%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도is heated
  2. 2
    온도After cooling
  3. 3
    추출extracted with ethyl acetate
  4. 4
    세척The ethyl acetate layer is washed
  5. 5
    기타dried
  6. 6
    기타evaporated
  7. 7
    기타to remove the solvent
  8. 8
    기타The residue is crystallized from hexane

실험 절차

A mixture of 2-{6-chloro-5-(4-methylphenyl)pyrimidin-4-yloxy}-ethanol (21.85 g), sodium azide (10.7 g) and dimethyformamide (260 ml) is heated with stirring at 75°-80° C. overnight. After cooling, the mixture is treated with water, and extracted with ethyl acetate. The ethyl acetate layer is washed, dried, and evaporated to remove the solvent. The residue is crystallized from hexane to give 2-{6-azido-5-(4-methylphenyl)pyrimidin-4-yloxy}ethanol (19.6 g).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05728706uspto-grants-1998_03