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

HRID 800

반응식

HRID 800 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]=[CH:19][N:18]=[C:17]([S:21][CH3:22])[N:16]=1>C1COCC1>[CH3:22][S:21][C:17]1[N:18]=[C:19]([O:9][C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:10])([F:11])[F:1])[CH:4]=2)[CH:20]=[CH:15][N:16]=1

참가 물질

5

반응물 3

HCID 73763-(Trifluoromethyl)phenolHCID 24758Sodium hydrideHCID 971134-Chloro-2-methylthiopyrimidine

생성물 1

HCID 196938712-(Methylsulfanyl)-4-[3-(trifluoromethyl)phenoxy]pyrimidine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

In THF, a phenoxide was prepared from 3-(trifluoromethyl)phenol (4.54 g, 0.0187×1.5 mol) was mixed with NaH (1.12 g (ca. 60% in mineral oil), 0.0187×1.5 mol), and 4-chloro-2-(methylthio)pyrimidine (Compound No. VII-1) (3.0 g, 0.0187 mol) was added thereto and the mixture was refluxed for about 10 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, then recrystallized from a methanol/water system to obtain the intermediate compound.

후처리

  1. additionVII-1) (3.0 g, 0.0187 mol) was added
  2. temperaturethe mixture was refluxed for about 10 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. customrecrystallized from a methanol/water system
  9. customto obtain the intermediate compound

출처 및 근거

ORD 기록
ord-3d58caaef3e54ab9bff64df1e59b26f5
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05723412

연결된 노트

불러오는 중…