[Cedric]

Hi all,

I'd like to know if there's a way to reduce in the same time a imine bond and a benzyl ester (in order to obtain a IIamine and a carboxylic acid)?
 

[movies]

You might be able to do it with H₂ and Pd/C (or a similar heterogeneous catalyst).  The imine reduction might take a little forcing though.

Your other option would be a reduction with something like LiAlH₄, but then you'd have to oxidize the resultant alcohol back up to the acid.

[Cedric]

With Pd/C and H2, i was not able to reduce the imine as i can not put pressure.
Perhaps with Nickel Raney. Otherwise i will do it in 2 steps.

Thx for your answer.

[movies]

Be careful with Raney Ni!  I've had that stuff catch fire a couple of times.  More excitement than I wanted.

Another alternative would be a Li/NH₃ reduction, but I'd personally rather do the two step H₂, Pd/C then NaBH₄ reduction.

[wq]

With Pd/C and H2, i was not able to reduce the imine as i can not put pressure.
Perhaps with Nickel Raney. Otherwise i will do it in 2 steps.

Thx for your answer.

You can use 1-methyl-1,4,cyclohexyldiene, Pd/C (or Pd(OH)2), EtOH, in Q-Tube (a safe pressure tube).  100-120 degree for 10 -30 min.