تفاعل #155410

معادلة التفاعل

4-fluorobenzaldehyde

3-(methylthio)benzenethiol

potassium carbonate

→

title compound

المردود 33.0%

4-{[3-(Methylthio)phenyl]thio}benzaldehyde

المردود 33.0%

المذيبات

acetonitrile

water

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted with ethyl acetate (3-fold 300 mL)
2. 2
   غسيلThe combined organic extracts were washed with brine (2-fold 100 mL)
3. 3
   تجفيفdried (magnesium sulphate)
4. 4
   أخرىthe solvent removed in vacuo
5. 5
   أخرىto give a colourless oil
6. 6
   أخرىThe crude oil was purified by flash column chromatography on silica gel eluting with heptane:ethyl acetate (1:0 changing to 9:1, by volume)

الإجراء التجريبي

A solution of 3-(methylthio)benzenethiol (19.9 g, 127.3 mmol), prepared as indicated in Rumpf, P., Bull. soc. chim. (1940), 7, pp. 632-4, in acetonitrile (60 mL) was treated with 4-fluorobenzaldehyde (13.4 mL, 127 mmol) followed by potassium carbonate (19.4 g, 140 mmol). After stirring at ambient temperature for 18 hours the suspension was diluted with water (200 mL) and extracted with ethyl acetate (3-fold 300 mL). The combined organic extracts were washed with brine (2-fold 100 mL) and dried (magnesium sulphate) and the solvent removed in vacuo to give a colourless oil. The crude oil was purified by flash column chromatography on silica gel eluting with heptane:ethyl acetate (1:0 changing to 9:1, by volume) to give the title compound as a colourless oil, 33% yield, 10.8 g.

المصدر