3-(Trifluoromethyl)phenol → 2-(Methylsulfanyl)-4-(trifluoromethyl)-6-[3-(trifluoromethyl)phenoxy]pyrimidine

HRID 802

반응식

HRID 802 반응식
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[C:5]([OH:9])[CH:6]=[CH:7][CH:8]=1.[H-].[Na+].Cl[C:15]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[N:18]=[C:17]([S:25][CH3:26])[N:16]=1>C1COCC1>[CH3:26][S:25][C:17]1[N:18]=[C:19]([C:21]([F:24])([F:22])[F:23])[CH:20]=[C:15]([O:9][C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:10])([F:11])[F:1])[CH:4]=2)[N:16]=1

참가 물질

5

반응물 3

HCID 73763-(Trifluoromethyl)phenolHCID 24758Sodium hydrideHCID 2480634-Chloro-2-(methylsulfanyl)-6-(trifluoromethyl)pyrimidine

생성물 1

HCID 14750002-(Methylsulfanyl)-4-(trifluoromethyl)-6-[3-(trifluoromethyl)phenoxy]pyrimidine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

m-(Trifluoromethyl)phenol (1.06 g, 0.0044×1.5 mol) and NaH (0.26 g (ca.60% in mineral oil), 0.0044×1.5 mol) were dissolved in THF, and then 4-chloro-2-methylthio-6-(trifluoromethyl)pyrimidine (Compound No. VII-17) (1.0 g, 0.0044 mol) was added thereto. 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. Thereafter, remaining phenol and others were distilled off in a tubular oven (under water flow, 150° C.) to obtain the intermediate compound.

후처리

  1. additionVII-17) (1.0 g, 0.0044 mol) was added
  2. temperatureThe resulting solution was refluxed for about 7 hours
  3. customThe reaction solution was partitioned between ethyl acetate and aqueous saturated sodium hydrogen carbonate
  4. customto separate an organic phase
  5. washThe organic phase was washed with aqueous saturated sodium chloride
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated
  8. distillationwere distilled off in a tubular oven (under water flow, 150° C.)
  9. customto obtain the intermediate compound

출처 및 근거

ORD 기록
ord-779700042b074f55b42f3a2202e7c555
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05723412

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