P2P doesn't work

[should]

Gentlemen, I used p2p to reduce with sodium borohydride, but the imine could not be formed in the first step. I could not see any signs on the TLC plate. I also did not see any exothermic reaction when using aluminum mercury. I did a p2p spot on the TLC plate before purification, and p2p did exist. What caused my failure?

 

[Idontcarethatmuch]

Probably water in the reaction

 

[should]

Sir, is there any water in p2p?

 

[Idontcarethatmuch]

No P2P is P2P there is no H2O inside it (at least it shouldn't if you stored it dry. It is slightly hydroscopic) but as is said in the synthesis recipe of P2P/NaBH4: "Important: the reaction is very sensitive to any water (fluid or vapour in the air!)."

You probably didn't dry your methylamine in methanol right. Thats just my guess.

 

[should]

Sir, I later used aluminum mercury, but there was no reaction. Does the aluminum mercury reaction also require anhydrous solution?

 

[Idontcarethatmuch]

Al/Hg is done in Water so no...

 

[Idontcarethatmuch]

Did you buy P2P? Or did you make it yourself via BMK/BMK ethyl glycidate?

 

[should]

I have used several different methods to make p2p, and all of them have been tested with TLC plates and there are no problems. However, the subsequent synthesis always fails. I don't know what the problem is.

 

[Idontcarethatmuch]

How can you know if your selfproduced p2p is fine by tlc if you didn't have a reference sample?

Just saying... if two totaly different synthesis don't work you either have made mistakes at both or the common denominater is the p2p. But its all guesswork by me.

If you want to be sure and don't want to try it/wait for other answers anymore the safest way would be the consultation of G. Patton

 

[synonymousmoose]

With Al-Hg the exothermic reaction does not start straight away. With NaBH4 it may be better to convert it to triacetoxyborohydride and then selectively reduce the imine. The way to tell if you have p2p or not is by measuring it's b.p. TLC has got nothing to do with it.

 

[should]

Sir, I used AI-HG and waited for two hours but there was no exothermic reaction. For sodium borohydride, I used sodium cyanoborohydride. How do you test the b.p of p2p?

 

[should]

I am going to use Marquis reagent to do a qualitative reaction on p2p

 

[should]

How many hours does imine reduction usually take?