반응 #155411

반응 방정식

4-bromomethylbenzaldehyde

4-hydroxythiophenol

triethylamine

→

title compound

수율 62.0%

4-{[(4-Hydroxyphenyl)thio]methyl}benzaldehyde

수율 62.0%

용매

1,4-dioxane

water

반응 조건

후처리

1. 1
   추출extracted with ethyl acetate (2-fold 20 mL)
2. 2
   세척The combined organic extracts were washed with brine
3. 3
   건조dried (sodium sulphate)
4. 4
   기타the solvent removed in vacuo
5. 5
   기타The crude material was purified by flash column chromatography on silica gel eluting with heptane:ethyl acetate (9:1 changing to 0:1, by volume)

실험 절차

A solution of 4-bromomethylbenzaldehyde (0.3 g, 1.5 mmol) and 4-hydroxythiophenol (0.2 g, 1.5 mmol) in 1,4-dioxane (10 mL) was degassed and treated with triethylamine (0.44 mL, 3.11 mmol). After stirring for 1 day the mixture was diluted with water (20 mL) and extracted with ethyl acetate (2-fold 20 mL). The combined organic extracts were washed with brine and dried (sodium sulphate) and the solvent removed in vacuo. The crude material was purified by flash column chromatography on silica gel eluting with heptane:ethyl acetate (9:1 changing to 0:1, by volume) to give the title compound as a solid, 62% yield, 220 mg.

출처