Réaction #6020

Équation de réaction

MgSO4

triethylamine hydrochloride

D-phenylalanine HCl

triethylamine

benzaldehyde

D-phenylalanine

→

N-benzylidene-D-phenylalanine methyl ester

Conditions de réaction

Traitement

1. 1
   Autrewas removed
2. 2
   workup.DISSOLUTIONby dissolving the product in THF
3. 3
   Filtrationfiltering out the TEA

Mode opératoire

To a suspension of 1.0 eq D-phenylalanine HCl (1.6 g, 7.4 mmol) was added 1.0 eq triethylamine to dissolve the D-phenylalanine. To this solution was added 1 equiv. of MgSO4 followed by the addition of 1.0 eq benzaldehyde, the reaction was stirred overnight at room temperature under N2 atmosphere. The reaction mixture was sripped of solvent and pumped on the residue contained a good deal of triethylamine hydrochloride which was removed by dissolving the product in THF and filtering out the TEA.HCl. The crude benzylidene looked fine by NMR and was all taken on in the next step.

Source