반응 #80275

ord-f6ab950981e74ff5a6320c582d1d3431

반응 방정식

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
수율 39.0%
COC(=O)c1c(Oc2nc(OC)cc(OC)n2)ccc2ocnc12
Methyl 5-(4,6-Dimethoxypyrimidin-2-yl)oxybenzoxazol-4-carboxylate
수율 39.0%

반응 조건

온도
115°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도was heated
  2. 2
    기타was returned to room temperature
  3. 3
    추출extracted with ethyl acetate
  4. 4
    세척The organic layer was washed with water
  5. 5
    건조dried over anhydrous sodium sulfate
  6. 6
    농축concentrated under reduced pressure
  7. 7
    기타The oily substance thereby obtained
  8. 8
    기타was purified by silica gel column chromatography (n-hexane/ethyl acetate=5/1)

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05616537uspto-grants-1997_04