Hydrochloric Acid → Sertraline Hydrochloride

HRID 2301710Notes

Reaction equation

HRID 2301710 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.[ClH:21]>C(O)C>[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:21]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68617Sertraline

Product 1

HCID 63009Sertraline HydrochlorideYield 87%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Sertraline free base (13.3 g) was dissolved in absolute ethanol (60 mL) and was added dropwise over one hour to ethanol (20 mL) containing hydrogen chloride gas (17.5 g) at 35° C. After 2 hours, the solid was filtrated, washed with ethanol and dried at about 80° C. to yield sertraline hydrochloride Form V(12.9 gr., yield 87%).

Workup

  1. filtrationthe solid was filtrated
  2. washwashed with ethanol
  3. customdried at about 80° C.

Sources & evidence

ORD record
ord-6536f56b38eb48348e8868e01b1128e5
Source dataset
uspto-grants-2002_12
Patent number
US06500987B1

Reaction notes

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