Реакция #586135

ord-2c5671f66d5d46b186019dbd66010b51

Уравнение реакции

O
water
COC(=O)c1ccc(-c2c[nH]nc2C(F)(F)F)cc1Cl
methyl 2-chloro-4-(3-trifluoromethylpyrazolyl)benzoate
CCCS
1-propanethiol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCCSc1cc(-c2c[nH]nc2C(F)(F)F)ccc1C(=O)OC
methyl 2-propylthio-4-(3-trifluoromethylpyrazolyl)benzoate
Выход 18.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеThe resulting reaction mixture
  2. 2
    Экстракцияthe organic matters were extracted with 20 ml of ethyl acetate twice
  3. 3
    Промывкаwashed with 30 ml of water twice
  4. 4
    Сушкаdried over anhydrous magnesium sulfate
  5. 5
    workup.DISTILLATIONthe ethyl acetate was distilled off under reduced pressure
  6. 6
    ДругоеPurification of the residue by thin layer chromatography

Методика

1.52 g (5.0 mmol) of methyl 2-chloro-4-(3-trifluoromethylpyrazolyl)benzoate, 0.66 g (8.6 mmol) of 1-propanethiol and 0.83 g (6.0 mmol) of potassium carbonate were stirred in 5 ml of N,N-dimethylformamide at 60° C. for 24 hours. The resulting reaction mixture was poured into 50 ml of water, and the organic matters were extracted with 20 ml of ethyl acetate twice. The ethyl acetate layers were combined, washed with 30 ml of water twice and dried over anhydrous magnesium sulfate, and the ethyl acetate was distilled off under reduced pressure. Purification of the residue by thin layer chromatography afforded 0.31 g of methyl 2-propylthio-4-(3-trifluoromethylpyrazolyl)benzoate as a white powder (m.p. 114-116° C.).

Источник

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