Acetone → 1-(2-Chlorobenzyl)-1,2,5,6-tetrahydropyridine-3-carboxylic acid hydrochloride
Reaction equation
Cl.[Cl:2][C:3]1[CH:19]=[CH:18][CH:17]=[CH:16][C:4]=1[CH2:5][N:6]1[CH2:11][CH2:10][CH:9]=[C:8]([C:12]([O:14]C)=[O:13])[CH2:7]1.CC(C)=O>Cl>[ClH:2].[Cl:2][C:3]1[CH:19]=[CH:18][CH:17]=[CH:16][C:4]=1[CH2:5][N:6]1[CH2:11][CH2:10][CH:9]=[C:8]([C:12]([OH:14])=[O:13])[CH2:7]1Participants
4
Procedure
A solution of methyl 1-(2-chlorobenzyl)-1,2,5,6-tetrahydropyridine-3-carboxylate hydrochloride (0.45 g.) in concentrated hydrochloric acid (10 ml.) was heated at 95°-100° C. for 2 hours, cooled and evaporated. The residue was evaporated several times with acetone and toluene to remove remaining traces of water. The solid obtained was stirred with acetone and then collected by filtration to give 1-(2-chlorobenzyl)-1,2,5,6-tetrahydropyridine-3-carboxylic acid hydrochloride (0.4 g.), m.p. 208°-210° C. (dec.).