Sciencemadness Discussion Board

Chloromethylation of 1,3-Benzodioxole (Chinese article)

GroovyDoo - 6-2-2014 at 11:14

Hello everyone!
I found an chinese article about chloromethylation of 1,3-Benzodioxole in the presence of micellar catalysts.
I don't understand this language, need translation. :(
Can anybody help?

Abstract:
Benzodioxole was monochloromethylated directly by aqueous formaldehyde and hydrogen chloride gas in CCl4 in the presence of quaternary ammonium salts. With hexadecyltrimethylammonium bromide at temperature 60~65 ℃ and for 15 hours of reaction, 1,3-benzodioxole was converted to piperonyl chloride with conversion more than 98% and selectivity up to 97%. The method has advantages of high selectivity, high conversion, negligible by-products and easy workup of the main product.

Attachment: Chloromethylation of 1,3-Benzodioxole in the Presence of Micellar Catalysts.pdf (237kB)
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turd - 6-2-2014 at 12:21

Quote:
I don't understand this language

Unfortunately neither do I. Have you tried online translation services?

Be sure to also check out bromomethylation. There are references using biphasic systems and also mono-phasic HBr/AcOH systems. I have made a few experiments on para-dimethoxy-benzene and they gave me lots of bis-bromomethylarene product (definitely) and I think also lots of bis-aryl-methane product (not unambiguously identified, but low nominal yield and high mp seems to indicate that). The best run so far was a biphasic system without PTC.

Anyway, good luck - very interesting topic.

[Edited on 6-2-2014 by turd]

GroovyDoo - 6-2-2014 at 12:54

Yes, I tried online translation services - results is terrible:(
Feeling like an epigraphiest...