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Author Topic: P2P from benzyl bromide and acetic anhydride  (Read 137 times)

phaseolus

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P2P from benzyl bromide and acetic anhydride
« on: January 30, 2013, 05:56:27 AM »
Unlike the benzyl chloride/AA syntheses, this one doesn't require exotic electrolytes. The big problems are AA and the fact that BnBr is a tear gas. If you're making your own AA through the ketene route, then this would be a really hazardous setup.

fishinabottle

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Re: P2P from benzyl bromide and acetic anhydride
« Reply #1 on: February 02, 2013, 09:38:01 PM »
Mikroreaktors with platinum elctrodes and DMF as solvent are my favorites in practicability, but nice it is nevertheless, albeit these electrochem synths somehow never took hold, methinks there might be a reason or this.

But one reference sounds nice, haloketone and haloaryl to P2P with a nickel complex. I guess the nickel complex will be very complex, very explosive or very poisonous. Probably two out of three, but nevertheless.

/ORG

PS: The way you vary how to attach the oversized pictures makes reading a real adventure again.....  ;)
« Last Edit: February 02, 2013, 09:40:06 PM by fishinabottle »

phaseolus

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Re: P2P from benzyl bromide and acetic anhydride
« Reply #2 on: February 03, 2013, 04:07:01 AM »
The elctrochem syntheses (such as the BnCl ones which are cited in the above paper) probably never took hold because of the exotic electrolytes and the necessity of acetic anhydride. Electrosyntheses are more difficult than homogenous reactions, very easy to screw up. The lachrymal effect of benzyl halides is not a problem given the proper equipment and safety precautions. If one can get their hands on acetic anhydride, then this is an attractive, scalable P2P synthesis IMO.

fishinabottle

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Re: P2P from benzyl bromide and acetic anhydride
« Reply #3 on: February 04, 2013, 12:57:43 PM »
Neither BzCl nor BzBr not even chloroacetone are really evil. No problem to handle.

Just never mix them with water and spill this.

If I had a hammer
I hammer in the morning
I hammer in the evening
All over this la-ha-ha-nd....

I dont have a hammer so no hammering.  ;)

regards
/ORG
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