3-(8,8-Dipropyl-2-azaspiro[4.5]decan-2-yl)-N,N-dimethylpropan-1-amine → HCID 9807329, compound

HRID 1585675Notes

Reaction equation

HRID 1585675 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]1

Participants

4

Reactant 2

HCID 1219573-(8,8-Dipropyl-2-azaspiro[4.5]decan-2-yl)-N,N-dimethylpropan-1-amineHCID 444266Maleic Acid

Product 1

HCID 9807329HCID 9807329, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

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).

Workup

  1. customequipped with an air
  2. filtrationa white solid is filtered off
  3. washThe white solid is washed with ethyl acetate (500 ml)
  4. customdried under high vacuum for 120 hours

Sources & evidence

ORD record
ord-1a54ce07ad0a4f3bb782b12a066b3f5a
Source dataset
uspto-grants-1999_08
Patent number
US05939450

Reaction notes

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