Hydrochloric Acid → Sertraline Hydrochloride

HRID 2111046Notes

Reaction equation

HRID 2111046 reaction equation
C(O)CC(C)C.[CH3:7][NH:8][C@@H:9]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[C@H:12]([C:19]2[CH:20]=[CH:21][C:22]([Cl:26])=[C:23]([Cl:25])[CH:24]=2)[CH2:11][CH2:10]1.[ClH:27]>C(OCC)(=O)C>[CH3:7][NH:8][C@@H:9]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[C@H:12]([C:19]2[CH:20]=[CH:21][C:22]([Cl:26])=[C:23]([Cl:25])[CH:24]=2)[CH2:11][CH2:10]1.[ClH:27]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 31260Isoamyl AlcoholHCID 68617Sertraline

Product 1

HCID 63009Sertraline Hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
27.5 °C

Procedure

Isoamyl alcohol (30 ml) and ethyl acetate (30 ml) are added to sertraline free base (10 gm) under stirring at 25-30° C., pH of the mass is adjusted to 2.0 with conc. hydrochloric acid (36%) at 25-30° C. and then stirred for 4 hours 15 minutes at 25-30° C. Filtered the solid and dried for 7 hours at 60° C. to give 7.4 gm of sertraline hydrochloride crystalline form II.

Workup

  1. stirringstirred for 4 hours 15 minutes at 25-30° C
  2. filtrationFiltered the solid
  3. customdried for 7 hours at 60° C.

Sources & evidence

ORD record
ord-01575652c8b24072930fc2ce7cd97610
Source dataset
uspto-grants-2009_04
Patent number
US07518019B2

Reaction notes

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