Sciencemadness Discussion Board
Not logged in [Login ]
Go To Bottom

Printable Version  
Author: Subject: Clortermine synthesis question
Illegal Parkinson
Hazard to Self
**




Posts: 74
Registered: 2-10-2005
Member Is Offline

Mood: No Mood

[*] posted on 29-5-2015 at 08:08
Clortermine synthesis question


US 3415937

1. Grignard reagent of o,a-dichlorotoluene is reacted with acetone.
2. Tetrtiary alcohol of last step is reacted with NaCN in glacial HOAc.
3. Product of the last step (presumably nitrile) is boiled in mineral acid.

I know Hofmann rearrangement can convert an amide to an amine in base and Br2.

How exactly is the above reaction get a cyanide functional group into an amine just by boiling it in acid?

Obviously pedantic point i mean alkaloid amine not ammonia by amide hydrolysis.

[Edited on 29-5-2015 by Illegal Parkinson]
View user's profile View All Posts By User

  Go To Top