반응 #80271

ord-b85621a70dcc4cf1a64757f4dd2df935

반응 방정식

O
water
Cc1csc2ccc(O)c(C=O)c12
4-formyl-5-hydroxy-3-methylbenzothiophene
COc1cc(OC)nc(S(C)(=O)=O)n1
4,6-dimethoxy-2-methylsulfonylpyrimidine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
COc1cc(OC)nc(Oc2ccc3scc(C)c3c2C=O)n1
desired compound
수율 86.0%
COc1cc(OC)nc(Oc2ccc3scc(C)c3c2C=O)n1
5-(4,6-dimethoxypyrimidin-2-yl)oxy-4-formyl-3-methylbenzothiophene
수율 86.0%

반응 조건

온도
70°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
    농축Then, it was concentrated under reduced pressure
  7. 7
    기타the oily substance thereby obtained
  8. 8
    기타was purified by silica gel column chromatography (n-hexane/ethyl acetate=10/1)

실험 절차

A mixture comprising 2.1 g of 4-formyl-5-hydroxy-3-methylbenzothiophene, 2.4 g of 4,6-dimethoxy-2-methylsulfonylpyrimidine and 1.8 g of potassium carbonate in 30 ml of N,N-dimethylformamide, was heated and stirred at 70° C. for 3 hours. The mixture was returned to room temperature, then poured into water and extracted with ethyl acetate. The organic layer was washed with water and then dried over anhydrous sodium sulfate. Then, it was concentrated under reduced pressure, and the oily substance thereby obtained was purified by silica gel column chromatography (n-hexane/ethyl acetate=10/1) to obtain 3.1 g (yield: 86%) of the desired compound.

출처

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