victory - 5-3-2016 at 06:40
hello everyone,
Need some information regarding synthesis of fluoro-ketamine if one would have α-hydroxycyclopentyl-(2-flourophenyl)-N-methylamine (attached
structure) how to go from here to fluoro-ketamine HCL?
Can we apply the same synthesis route as with the chloro-ketamine intermediate?
Can we we reflux α-hydroxycyclopentyl-(2-flourophenyl)-N-methylamine in anhydrous ethylene glycol to obtain fluoro ketamine like the czech patent
with chloro-ketamine?(CS236234B1.pdf )
Iam new here and hope to get good anwsers.
Iam from amsterdam the Netherlands.
Thanks in advance,
RGDS
victory
vin123 - 13-3-2016 at 22:25
Hi Victory,
Are you sure about the structure? I think you kneed the imine instead of the amine in order to perform an alpha-hydroxyimine rearangement towards the
desired compound. I don't think the fluoro group has any significant influence on the reaction. However, I havn't read the article and I am unable to
open your Czech patent.
Regards
clearly_not_atara - 13-3-2016 at 23:35
Shit, that diagram just made me wonder why you don't just do a crossed pinacol coupling to build that benzylcyclopentane skeleton. MnO2 generates the
hydroxyketone and then form the imine. Yield is shit but it is way simpler than the Grignard.
Anyway IBX will turn that pyramidal nitrogen all triangular and shit:
http://www.organic-chemistry.org/abstracts/literature/624.sh...
[Edited on 14-3-2016 by clearly_not_atara]