반응 #897

반응 방정식

Ethanol

NaH

m-trifluoromethyl-phenol

NaH

4,6-dichloro-2-methylthiopyrimidine

→

4-ethoxy-2-methylthio-6-[3-(trifluoromethyl)phenoxy]pyrimidine

용매

THF

DMF

반응 조건

후처리

1. 1
   workup.ADDITIONVII-23)(5.0 g, 0.0256 mol) was added
2. 2
   workup.ADDITIONwere added
3. 3
   온도The resulting solution was refluxed for about 7 hours
4. 4
   기타The reaction solution was partitioned between ethyl acetate and aqueous saturated sodium hydrogen carbonate
5. 5
   기타to separate an organic phase
6. 6
   세척The organic phase was washed with aqueous saturated sodium chloride
7. 7
   건조dried over anhydrous sodium sulfate
8. 8
   농축concentrated
9. 9
   기타purified on a silica gel column

실험 절차

Ethanol (1.18 g, 0.0256×1.0 mol) and NaH (1.02 g, (ca.60% in mineral oil), 0.0256×1.0 mol) were dissolved in THF and 4,6-dichloro-2-methylthiopyrimidine (Compound No. VII-23)(5.0 g, 0.0256 mol) was added thereto. The resulting solution was stirred for about 30 minutes at room temperature. To this reaction solution, m-trifluoromethyl-phenol (6.23 g, 0.0256×1.5 mol), NaH (1.54 g, (ca.60% in mineral oil), 0.0256×1.5 mol), and KI (2.12 g, 0.0256×0.5 mol) dissolved in DMF were added. The resulting solution was refluxed for about 7 hours. The reaction solution was partitioned between ethyl acetate and aqueous saturated sodium hydrogen carbonate to separate an organic phase. The organic phase was washed with aqueous saturated sodium chloride, dried over anhydrous sodium sulfate and concentrated, and thereafter purified on a silica gel column.

출처