Реакция #586156

ord-2ebdc53f33094a8aa72b397620ee1229

Уравнение реакции

O
water
FC(F)(F)c1cc[nH]n1
3-trifluoromethylpyrazole
N#Cc1ccc(F)cc1Cl
2-chloro-4-fluorobenzonitrile
O=C([O-])[O-].[K+].[K+]
potassium carbonate
N#Cc1ccc(-c2c[nH]nc2C(F)(F)F)cc1Cl
2-chloro-4-(3-trifluoromethylpyrazolyl)benzonitrile
Выход 92.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Экстракцияthe organic matters were extracted with 50 ml of ethyl acetate twice
  2. 2
    Промывкаwashed with 50 ml of water twice
  3. 3
    Сушкаdried over anhydrous magnesium sulfate
  4. 4
    workup.DISTILLATIONthe ethyl acetate was distilled off under reduced pressure
  5. 5
    ПромывкаAfter washed with n-hexane

Методика

2.5 g (18.4 mmol) of 3-trifluoromethylpyrazole, 2.9 g (18.4 mmol) of 2-chloro-4-fluorobenzonitrile and 2.8 g (20.2 mmol) of potassium carbonate in 20 ml of N,N-dimethylformamide were stirred at 60° C. for 2 hours. After cooling to room temperature, the reaction mixture was poured into 100 ml of water, and the organic matters were extracted with 50 ml of ethyl acetate twice. The ethyl acetate layers were combined, washed with 50 ml of water twice and dried over anhydrous magnesium sulfate, and the ethyl acetate was distilled off under reduced pressure. After washed with n-hexane, the residue afforded 4.6 g of 2-chloro-4-(3-trifluoromethylpyrazolyl)benzonitrile (yield 92.0%) as a white powder, which was used in Reference Example 3 as the starting material.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07767626B2uspto-grants-2010_08