反応 #2398

ord-c78f869bf2a74b75ba8846f932a65794

反応方程式

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
収率 87.5%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度is heated
  2. 2
    温度After cooling
  3. 3
    抽出extracted with ethyl acetate
  4. 4
    洗浄The ethyl acetate layer is washed
  5. 5
    その他dried
  6. 6
    その他evaporated
  7. 7
    その他to remove the solvent
  8. 8
    その他The residue is crystallized from hexane

実験手順

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).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05728706uspto-grants-1998_03