Triethylamine → 1-Hexyl-4-(2-Ketohexyl)piperazine 2HCl

Reaction equation

[Cl:1][CH2:2][C:3](=[O:8])[CH2:4][CH2:5][CH2:6][CH3:7].[CH2:9]([N:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1)[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].C(N(CC)CC)C>CCOCC>[ClH:1].[ClH:1].[CH2:9]([N:15]1[CH2:16][CH2:17][N:18]([CH2:2][C:3](=[O:8])[CH2:4][CH2:5][CH2:6][CH3:7])[CH2:19][CH2:20]1)[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Participants

Procedure

A solution of 8.5 g (0.07 mole) of 1-chloro-2-hexanone in 25 ml of ether was added dropwise to a mixture of 8.5 g (0.05 mole) of a n-hexyl piperazine and 10 g (0.1 mole) of triethylamine in 50 ml of ether. Addition was completed in 1 hour and the reaction mixture was stirred for 48 hours. The reaction mixture was filtered and the solvent was removed. The residue was dissolved in water, basified with 50% NaOH and extracted into toluene. The toluene was evaporated and the residue was treated with a saturated solution of HCl in isopropanol. The salt was filtered and crystallized twice from isopropanol to yield 6.2 g with a melting point of 190°-192° C.