Sciencemadness Discussion Board

Modified synthesis of chloroquine, beginning from benzoic acid

DrIronic101 - 7-4-2020 at 11:37

I modified my write-up of a total synthesis of chloroquine, including a different route to 7-chloro-4-hydroxyquinoline and a route to the amine precursor, 4-diethylamino-1-methylbutylamine. I would be interested to see if anyone is willing to attempt this synthesis at some point in time.

Attachment: Chloroquine Write-Up 2.pdf (569kB)
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AvBaeyer - 7-4-2020 at 18:59

This looks like one of those sophomore org chem road map problems. You might find it instructive, since you are a student, to estimate the yield of each proposed step based on literature searches. This would give you an idea of how many barrels of benzene you would need to get a measurable amount of product at the end.

I do not mean to be snarky but your proposal needs more in depth analysis before anyone would start it.

AvB