Hydrochloric Acid → Sertraline Hydrochloride

HRID 1359613Notes

Reaction equation

HRID 1359613 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 (17.5 g) at 35° C. with precipitation. After 2 hours, the solid was filtrated, washed with ethanol and dried at about 80° C. to yield sertraline hydrochloride Form V (12.9 g, yield 87%).

Workup

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

Sources & evidence

ORD record
ord-038736ea984c4b0f9804c24f6d805f38
Source dataset
uspto-grants-2003_07
Patent number
US06600073B1

Reaction notes

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