Methanesulfonic Acid → 4-[4-(6-Chloro-2-naphthoyl)-1-piperidyl]-1-(4-fluorophenyl)-1-butanone methanesulfonate
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([C:12]([CH:14]1[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][CH2:22][C:23]([C:25]3[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=3)=[O:24])[CH2:16][CH2:15]1)=[O:13])[CH:6]=[CH:5]2.[CH3:32][S:33]([OH:36])(=[O:35])=[O:34]>C(#N)C>[CH3:32][S:33]([OH:36])(=[O:35])=[O:34].[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([C:12]([CH:14]1[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][CH2:22][C:23]([C:25]3[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=3)=[O:24])[CH2:16][CH2:15]1)=[O:13])[CH:6]=[CH:5]2Participants
4
Procedure
The 4-[4-(6-chloro-2-naphthoyl)-1-piperidyl]-1-(4-fluorophenyl)-1-butanone prepared in Example 25 is dissolved in acetonitrile and 0.6 ml (9.2 mmoles) of methanesulfonic acid added. The mixture is stirred for 5 minutes and concentrated in vacuo and the residue stirred in anhydrous ether for 18 hours. The ether is decanted and the residue recrystallized from butanone and toluene to yield 4-[4-(6-chloro-2-naphthoyl)-1-piperidyl]-1-(4-fluorophenyl)-1-butanone methanesulfonate. M.P. 172°-5°.