Реакция #586140

Уравнение реакции

2-propylthio-4-(3-trifluoromethylpyrazolyl)benzaldehyde

triethylsilane

→

[2-methyl-5-(3-trifluoromethylpyrazolyl)phenyl] propyl sulfide

Выход 19.3%

Растворители

methylene chloride

methylene chloride

Условия реакции

Обработка

1. 1
   workup.ADDITIONwas added
2. 2
   ДругоеThe methylene chloride layer was separated
3. 3
   Промывкаwashed with 30 ml of water twice
4. 4
   Сушкаdried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONthe methylene chloride was distilled off under reduced pressure
6. 6
   ДругоеPurification of the residue by silica gel column chromatography

Методика

0.98 g (3.1 mmol) of 2-propylthio-4-(3-trifluoromethylpyrazolyl)benzaldehyde (Compound No. V-159 of the present invention) prepared in the same manner as in Example 8 (9) was dissolved in 10 ml of methylene chloride and stirred together with 1.44 g (12.4 mmol) of triethylsilane and 0.63 ml (6.8 mmol) of boron trifluoride diethyl ether complex at room temperature for 22 hours. The reaction mixture was poured into 50 ml of ice-cold water, and 20 ml of methylene chloride was added. The methylene chloride layer was separated, washed with 30 ml of water twice and dried over anhydrous magnesium sulfate, and the methylene chloride was distilled off under reduced pressure. Purification of the residue by silica gel column chromatography afforded 0.18 g of [2-methyl-5-(3-trifluoromethylpyrazolyl)phenyl] propyl sulfide (yield 19.3%) as a colorless liquid (nD20 unmeasurable).

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