What is more favorable reaction in reaction of 1,4-dibromobutane and excess of ammonia. There will be more of 1,4-diaminobutane or pyrrolidine? Any
catalyst to decrease formation of pyrrolidine?NitreRat - 4-6-2016 at 10:21
If your desired product is 1,4-diaminobutane you could use potassium phthalimide in the Gabriel synthesis reaction.
EDIT: Or alternatively, you could use hexamine in the Delépine reaction.
[Edited on 6/4/2016 by NitreRat]morsagh - 4-6-2016 at 11:34
Can be used maleimide instead for protecting? morsagh - 4-6-2016 at 11:41
So in synthesis of secondary amines can be used N substituted acetamide? NitreRat - 4-6-2016 at 14:51
So in synthesis of secondary amines can be used N substituted acetamide?
Yes, you can dialkylate an amide to form a tertiary amide which can then be hydrolyzed to yield a secondary amine.
The benefit of using potassium pthalimide is that it reacts very easily with alkyl halides. The reaction of an alkyl halide with an amine/amide
generates the corresponding hydrohalic acid which can react with the amine/amide so a base such as Triethylamine or K2CO3 has to
be used to remove the acid as it's formed. With potassium pthalimide the potassium salt is formed instead of the acid, driving the reaction to
completion and avoiding potential side-reactions.
[Edited on 6/4/2016 by NitreRat]morsagh - 5-6-2016 at 02:31
Are there any reference for alkylation of N-alkylamides to N,N-dialkylamides? Does it need some stronger base or K2CO3 is enough. What solvent should
be used.CuReUS - 5-6-2016 at 06:05
