2,3-Dihydroxybutanedioic Acid → (R)-2-(3-(Diisopropylamino)-1-phenylpropyl)-4-methylphenol 2,3-dihydroxysuccinate

HRID 746660

Reaction equation

HRID 746660 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([OH:24])=[C:6]([C@@H:8]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:9][CH2:10][N:11]([CH:15]([CH3:17])[CH3:16])[CH:12]([CH3:14])[CH3:13])[CH:7]=1.[C:25]([OH:34])(=[O:33])[CH:26]([CH:28]([C:30]([OH:32])=[O:31])[OH:29])[OH:27]>C(OCC)(=O)C>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([OH:24])=[C:6]([C@@H:8]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:9][CH2:10][N:11]([CH:12]([CH3:14])[CH3:13])[CH:15]([CH3:16])[CH3:17])[CH:7]=1.[CH:26]([OH:27])([C:25]([OH:34])=[O:33])[CH:28]([OH:29])[C:30]([OH:32])=[O:31]

Participants

4

Reactant 2

HCID 8752,3-Dihydroxybutanedioic AcidHCID 443879Tolterodine

Product 1

HCID 9847786(R)-2-(3-(Diisopropylamino)-1-phenylpropyl)-4-methylphenol 2,3-dihydroxysuccinateYield 75.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Tolterodine free base (2.0 gm) is dissolved in ethyl acetate (25 ml) and tartaric acid (1.2 gm) is added to the solution. Then the contents are maintained for 2 hours at 25° C. to 30° C. and filtered to give 2.2 gm of tolterodine tartrate form II.

Workup

  1. temperatureThen the contents are maintained for 2 hours at 25° C. to 30° C.
  2. filtrationfiltered

Sources & evidence

ORD record
ord-f22d16ec5eee45009cd15bc695a90fb6
Source dataset
uspto-grants-2008_07
Patent number
US07393874B2

Linked notes

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