تفاعل #2408

ord-fca1a49f76c14ce8bae2a93158f456ab

معادلة التفاعل

O
water
OCCOc1cc(Cl)ncn1
2-(6-chloropyrimidin-4-yloxy)ethanol
[N-]=[N+]=[N-].[Na+]
sodium azide
[N-]=[N+]=Nc1cc(OCCO)ncn1
2-(6-azidopyrimidin-4-yloxy)ethanol
المردود 28.9%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
70°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةAfter cooling
  2. 2
    استخلاصextracted with ethyl acetate
  3. 3
    تجفيفThe ethyl acetate layer is dried
  4. 4
    أخرىevaporated
  5. 5
    أخرىto remove the solvent
  6. 6
    أخرىThe residue is purified by silica gel column chromatography (solvent; hexane/ethyl acetate=1:1)

الإجراء التجريبي

To a solution of 2-(6-chloropyrimidin-4-yloxy)ethanol (5.61 g) in dimethylformamide (60 ml) is added sodium azide (4.18 g), and the mixture is stirred at 70° C. for 20 hours. After cooling, the reaction solution is treated with water, and extracted with ethyl acetate. The ethyl acetate layer is dried, and evaporated to remove the solvent. The residue is purified by silica gel column chromatography (solvent; hexane/ethyl acetate=1:1) to give 2-(6-azidopyrimidin-4-yloxy)ethanol (1.68 g).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05728706uspto-grants-1998_03