间三氟甲基苯酚 → 2-(Methylsulfanyl)-4-[3-(trifluoromethyl)phenoxy]pyrimidine

HRID 800

反应方程式

HRID 800 反应方程式
[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

参与物

5

反应物 3

HCID 7376间三氟甲基苯酚HCID 24758氢化钠HCID 971132-甲硫基-4-氯嘧啶

产物 1

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

试剂、催化剂与溶剂 1

HCID 8028四氢呋喃溶剂

实验过程

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.

后处理

  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

来源与证据

ORD记录
ord-3d58caaef3e54ab9bff64df1e59b26f5
来源数据集
uspto-grants-1998_03
专利号
US05723412

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