Ethanol → Sertraline Hydrochloride

HRID 1794658Notes

Reaction equation

HRID 1794658 reaction equation
[CH3:1][NH:2][C@@H:3]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[C@H:6]([C:13]2[CH:14]=[CH:15][C:16]([Cl:20])=[C:17]([Cl:19])[CH:18]=2)[CH2:5][CH2:4]1.C(O)C.C(OCC)(=O)C>O>[CH3:1][NH:2][C@@H:3]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[C@H:6]([C:13]2[CH:14]=[CH:15][C:16]([Cl:20])=[C:17]([Cl:19])[CH:18]=2)[CH2:5][CH2:4]1.[ClH:19]

Participants

5

Reactant 3

HCID 702Ethanol2×HCID 8857Ethyl Acetate2×HCID 68617Sertraline

Product 1

HCID 63009Sertraline Hydrochloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Procedure

Alternatively, sertraline base may be combined with a solvent selected from the group consisting of ethanol, ethanol and water, ethyl acetate, and a mixture of ethyl acetate and water. The solution is heated to about 50–60° C. and water is added. The solvent is partially removed by distillation. Sertraline hydrochloride Form V is isolated by allowing the solution to cool to room temperature, followed by filtration and drying at the precipitate.

Workup

  1. temperatureThe solution is heated to about 50–60° C.
  2. customThe solvent is partially removed by distillation

Sources & evidence

ORD record
ord-a9cfa0bfc029421d912b85b44a500b3e
Source dataset
uspto-grants-2006_04
Patent number
US07022881B2

Reaction notes

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