Hydrochloric Acid → Sertraline Hydrochloride

HRID 2111048Notes

Reaction equation

HRID 2111048 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]>CCCCCO>[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 Hydrochloride

Reagents, catalysts & solvents 1

HCID 62761-PentanolSolvent

Conditions

Temperature
11 °C

Procedure

Sertraline free base (10 gm) is dissolved in n-amyl alcohol (70 ml) at 30-35° C., cooled to 11° C. and then pH of the mass is adjusted to 2.0 with conc. hydrochloric acid (36%) at 10-12° C. The reaction mass is stirred for 8 hours at 10-15° C. Filtered the solid and dried at 60° C. for 15 hours to give 6.2 gm of sertraline hydrochloride crystalline form I.

Workup

  1. filtrationFiltered the solid
  2. customdried at 60° C. for 15 hours

Sources & evidence

ORD record
ord-109324a1a16944728f09a3d6327465db
Source dataset
uspto-grants-2009_04
Patent number
US07518019B2

Reaction notes

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