تفاعل #80275

ord-f6ab950981e74ff5a6320c582d1d3431

معادلة التفاعل

O
water
COC(=O)c1c(O)ccc2ocnc12
methyl 5-hydroxybenzoxazol-4-carboxylate
COc1cc(OC)nc(Cl)n1
2-chloro-4,6-dimethoxypyrimidine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
COC(=O)c1c(Oc2nc(OC)cc(OC)n2)ccc2ocnc12
desired compound
المردود 39.0%
COC(=O)c1c(Oc2nc(OC)cc(OC)n2)ccc2ocnc12
Methyl 5-(4,6-Dimethoxypyrimidin-2-yl)oxybenzoxazol-4-carboxylate
المردود 39.0%

المذيبات

ظروف التفاعل

درجة الحرارة
115°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwas heated
  2. 2
    أخرىwas returned to room temperature
  3. 3
    استخلاصextracted with ethyl acetate
  4. 4
    غسيلThe organic layer was washed with water
  5. 5
    تجفيفdried over anhydrous sodium sulfate
  6. 6
    تركيزconcentrated under reduced pressure
  7. 7
    أخرىThe oily substance thereby obtained
  8. 8
    أخرىwas purified by silica gel column chromatography (n-hexane/ethyl acetate=5/1)

الإجراء التجريبي

A mixture comprising 0.6 g of methyl 5-hydroxybenzoxazol-4-carboxylate, 0.6 g of 2-chloro-4,6-dimethoxypyrimidine and 0.7 g of potassium carbonate in 30 ml of N,N-dimethylformamide, was heated and stirred at 115° C. for two hours. The mixture was returned to room temperature, then poured into water and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The oily substance thereby obtained was purified by silica gel column chromatography (n-hexane/ethyl acetate=5/1) to obtain 0.4 g (yield: 39%) of the desired compound.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05616537uspto-grants-1997_04