Hydrogen Bromide → L-alanine ethylamide hydrobromide

HRID 47038Notes

Reaction equation

HRID 47038 reaction equation
[CH2:1]([NH:3][C:4](=[O:18])[C@H:5]([CH3:17])[NH:6]C(OCC1C=CC=CC=1)=O)[CH3:2].[BrH:19].CCOCC>C(O)(=O)C>[BrH:19].[CH2:1]([NH:3][C:4](=[O:18])[C@H:5]([CH3:17])[NH2:6])[CH3:2]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 3283Diethyl EtherHCID 13749958(S)-2-(Cbz-amino)-N-ethylpropanamide

Product 1

HCID 86736706L-alanine ethylamide hydrobromide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

10 g (0.04 mol) of N-benzyloxycarbonyl-L-alanine ethylamide were stirred for 1 hour in 50 ml of 4-N hydrobromic acid in acetic acid. To the solution were added 300 ml of dry ether and, after stirring for a few minutes, the white solid was allowed to settle and the ether decanted from the solid. The yield of L-alanine ethylamide hydrobromide obtained was 8.0 g (96.6%).

Workup

  1. customthe ether decanted from the solid

Sources & evidence

ORD record
ord-2beb01e8e4fc4a2eb2007f3d503b0ac7
Source dataset
uspto-grants-1979_11
Patent number
US04176116

Reaction notes

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