Author Topic: N-formylation of primary amine (Read 2489 times)

Knoevenagel · « **on:** April 04, 2002, 02:56:00 AM »

Hi

On basis of your knowledge how would you perform an N-formylation of amphetamine in the best possible way?

/ Knoevenagel

Rhodium · « **Reply #1 on:** April 04, 2002, 08:15:00 AM »

Reflux it with formic acid in toluene with a dean-stark water trap or reflux with ethyl formate.

Knoevenagel · « **Reply #2 on:** April 04, 2002, 07:56:00 PM »

Hi Rhodium

I´ve seen the post on amph -> meth on the Rhodium page(Ref: Phikal) page but this is for MDA. Does MDA have the same the reactivity towards formylation with HCOOH as the amph. Do you think the methylenedioxy-group interferes in some way with regards yields/reactivity?

/Knoevenagel

Rhodium · « **Reply #3 on:** April 05, 2002, 12:18:00 AM »

No, amphetamine should react exactly like MDA in this case.

Knoevenagel · « **Reply #4 on:** April 06, 2002, 03:22:00 AM »

RHODIUM!

Why formic acid, why not formyl chloride?. Any problems with this reactant as far as you concern? Shouldn´t this decrease reaction time, increase yield etc?

/ Knoevenagel

terbium · « **Reply #5 on:** April 06, 2002, 04:33:00 AM »

Perhaps because formyl chloride can be a bit difficult to acquire. I doubt that it can be purchased, it isn't stable enough. One would have to try to make it as needed.

News:

Author Topic: N-formylation of primary amine (Read 2489 times)

Knoevenagel

N-formylation of primary amine

Rhodium

N-formylation

Knoevenagel

MDA v. amph

Rhodium

mda/amph

Knoevenagel

formyl chloride?

terbium

Formyl chloride.