تفاعل #155411

معادلة التفاعل

4-bromomethylbenzaldehyde

4-hydroxythiophenol

triethylamine

→

title compound

المردود 62.0%

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

المردود 62.0%

المذيبات

1,4-dioxane

water

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.

المصدر