Реакция #8781

Уравнение реакции

3-[3-(3-bromo-propoxy)-phenyl]-thieno[2,3-d]isoxazole

potassium carbonate

4-methylbenzylamine

acetonitrile

→

title compound

Выход 80.0%

(4-methyl-benzyl)-[3-(3-thieno[2,3-d]isoxazol-3-yl-phenoxy)-propyl]-amine

Выход 80.0%

Растворители

dichloromethane

ethyl acetate

ethyl acetate

Условия реакции

Обработка

1. 1
   ТемператураCool the reaction mixture
2. 2
   Фильтрацияfilter through a Waters Sep-Pak 1 g silica cartridge (ethyl acetate)
3. 3
   КонцентрированиеCombine the appropriate fractions and concentrate
4. 4
   Другоеto give a residue

Методика

Mix 3-[3-(3-bromo-propoxy)-phenyl]-thieno[2,3-d]isoxazole (0.400 g, 1.18 mmol), potassium carbonate (0.326 g, 2.36 mmol), 4-methylbenzylamine (0.606, 5.00 mmol) and acetonitrile (5.0 mL) and heat (75° C.), overnight. Cool the reaction mixture and filter through a Waters Sep-Pak 1 g silica cartridge (ethyl acetate). Combine the appropriate fractions and concentrate to give a residue. Dissolved residue in 50% ethyl acetate in dichloromethane and chromatograph on silica (10 g) using ethyl acetate to give the title compound (356 mg, 80% yield). Purity by LC/MS (APCI)=98, [M+H]+=379.

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