2-Chloroacetophenone → HCID 86688899, compound
Reaction equation
[C:1]1([CH:7]([N:19]2[CH2:24][CH2:23][S:22][CH2:21][CH2:20]2)[C:8]([O:10][C@@H:11]2[CH:16]3[CH2:17][CH2:18][N:13]([CH2:14][CH2:15]3)[CH2:12]2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:25][CH2:26][C:27]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:28]>C(OCC)(=O)C>[Cl-:25].[O:28]=[C:27]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[CH2:26][N+:13]12[CH2:14][CH2:15][CH:16]([CH2:17][CH2:18]1)[C@@H:11]([O:10][C:8](=[O:9])[CH:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[N:19]1[CH2:24][CH2:23][S:22][CH2:21][CH2:20]1)[CH2:12]2Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
(R)-quinuclidin-3-yl 2-phenyl-2-thiomorpholinoacetate (68 mg, 0.20 mmol) was dissolved in ethyl acetate (2 ml) and 2-chloro-1-phenylethanone (33.4 mg, 0.22 mmol) was added. The solution was stirred at room temperature for two days. The solvent was evaporated and the residue was triturated with Et2O. The suspension was filtered on a buckner funnel to obtain (3R)-1-(2-oxo-2-phenylethyl)-3-(2-phenyl-2-thiomorpholinoacetoxy)-1-azoniabicyclo[2.2.2]octane chloride (89 mg, 0.178 mmol, 91% yield) as an off-white solid.