SK&F 105685 → HCID 9807329, compound
Reaction equation
[CH3:1][N:2]([CH3:22])[CH2:3][CH2:4][CH2:5][N:6]1[CH2:10][CH2:9][C:8]2([CH2:15][CH2:14][C:13]([CH2:19][CH2:20][CH3:21])([CH2:16][CH2:17][CH3:18])[CH2:12][CH2:11]2)[CH2:7]1.[C:23]([OH:30])(=[O:29])/[CH:24]=[CH:25]\[C:26]([OH:28])=[O:27]>C(OCC)(=O)C>[C:23]([OH:30])(=[O:29])/[CH:24]=[CH:25]\[C:26]([OH:28])=[O:27].[C:23]([OH:30])(=[O:29])/[CH:24]=[CH:25]\[C:26]([OH:28])=[O:27].[CH3:22][N:2]([CH3:1])[CH2:3][CH2:4][CH2:5][N:6]1[CH2:10][CH2:9][C:8]2([CH2:11][CH2:12][C:13]([CH2:19][CH2:20][CH3:21])([CH2:16][CH2:17][CH3:18])[CH2:14][CH2:15]2)[CH2:7]1Participants
4
Reagents, catalysts & solvents 1
Procedure
N,N-dimethyl-8,8-dipropyl-2-azaspiro[4.5]decane-2-propanamine, 408 g of the colorless oil, is placed in a 12 L, 3-necked glass vessel under positive nitrogen pressure and equipped with an air driven stirrer and dissolved in degassed ethyl acetate (6.9 L). Maleic acid (281.9 g) is added to the vigorously stirring solution. The slurry is stirred at ambient temperature for 3 hours then a white solid is filtered off. The white solid is washed with ethyl acetate (500 ml) and dried under high vacuum for 120 hours to yield the title compound (650 g). This material is milled through a cone mill (Quadro) with an 18R sieve to yield the title compound (600 g).