Succinic Acid → Succinic Acid

HRID 271033Notes

Reaction equation

HRID 271033 reaction equation
[CH3:1][NH:2][CH2:3][CH2:4][CH:5]([O:12][C:13]1[CH:14]=[CH:15][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:17][CH:18]=1)[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1.[ClH:23].[C:24]([OH:31])(=[O:30])[CH2:25][CH2:26][C:27]([OH:29])=[O:28].C(#N)C>>[CH3:1][NH:2][CH2:3][CH2:4][CH:5]([O:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]([F:20])([F:22])[F:21])=[CH:15][CH:14]=1)[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1.[ClH:23].[C:24]([OH:31])(=[O:30])[CH2:25][CH2:26][C:27]([OH:29])=[O:28].[CH3:1][NH:2][CH2:3][CH2:4][CH:5]([O:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]([F:20])([F:22])[F:21])=[CH:15][CH:14]=1)[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1.[ClH:23].[C:24]([OH:31])(=[O:30])[CH2:25][CH2:26][C:27]([OH:29])=[O:28]

Participants

6

Reactant 3

HCID 1110Succinic AcidHCID 6342AcetonitrileHCID 62857Fluoxetine hydrochloride

Product 3

HCID 1110Succinic AcidHCID 62857Fluoxetine hydrochlorideHCID 131727182HCID 131727182, compound

Procedure

Cocrystals of fluoxetine HCl and succinic acid were prepared as follows. In one preparation, a 458 mg sample of fluoxetine HCl was dissolved in 8 mL of acetonitrile by heating the solution gently. A 78 mg sample of succinic acid was added to the warm solution and dissolved. The solution was allowed to evaporate rapidly in a crystallization dish. Well-formed crystals as blocks formed as the solvent evaporated over 8 minutes. The product was collected on filter paper and dried to yield 401 mg of fluoxetine HCl:succinic acid (2:1) cocrystal (75% yield).

Workup

  1. customIn one preparation
  2. temperatureby heating the solution gently
  3. dissolutiondissolved
  4. customto evaporate rapidly in a crystallization dish
  5. customWell-formed crystals as blocks
  6. customformed as the solvent
  7. customevaporated over 8 minutes
  8. customThe product was collected
  9. filtrationon filter paper
  10. customdried

Sources & evidence

ORD record
ord-2f85f5ff57d14917867a293cde9da4b5
Source dataset
uspto-grants-2008_11
Patent number
US07452555B2

Reaction notes

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