I'm looking for an efficient procedure for N-debenzylation. Pd/C 10% would be the go to choice, but I'm not sure if this will work well at atmospheric pressures and I really don't want to set up a hydrogenation apparatus. Obviously the best way to find out is experimentation but this is all theoretical until I acquire some benzylamine. If anyone can throw out some alternatives to Pd/C for the debenzylation step your help would be much appreciated.
Pages: 1
akcom
- Dominant Queen
- Posts: 430
Vesp
- Administrator
- Foundress Queen
- Posts: 3,130
I think pressure is going to be pretty tricky to avoid. This might be of interest... but isn't all that useful.. A New Series of Catalysts for Deprotection Reactions Pt Catalyst works at 3 Bar (~45 PSI)
java
- Global Moderator
- Foundress Queen
- Posts: 783
.....consider the alternative to catalytic hydrogenation .....CTH,
"Transfer hydrogenation is the addition of hydrogen (H2; dihydrogen in inorganic and organometallic chemistry) to a molecule from a source other than gaseous H2. It is applied in industry and in organic synthesis, in part because of the inconvenience and expense of using gaseous H2. One large scale application of transfer hydrogenation is coal liquefaction using "donor solvents" such as tetralin."
......source,
http://en.wikipedia.org/wiki/Transfer_hydrogenation
Catalytic Transfer Hydrogenation
GOTTFRIED BRIEGER* and TERRY J. NESTRICK
Chemical Reviews
1974, Vol. 74, NO. page 567....
.
"Transfer hydrogenation is the addition of hydrogen (H2; dihydrogen in inorganic and organometallic chemistry) to a molecule from a source other than gaseous H2. It is applied in industry and in organic synthesis, in part because of the inconvenience and expense of using gaseous H2. One large scale application of transfer hydrogenation is coal liquefaction using "donor solvents" such as tetralin."
......source,
http://en.wikipedia.org/wiki/Transfer_hydrogenation
Catalytic Transfer Hydrogenation
GOTTFRIED BRIEGER* and TERRY J. NESTRICK
Chemical Reviews
1974, Vol. 74, NO. page 567....
.
Pages: 1