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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 495698Generated: October 29, 2026

Hydrochloric Acid → Sertraline Hydrochloride

https://huagongshe.com/reaction/495698

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant(1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine;2-hydroxy-2-phenylacetateHCID 131718189—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
SolventEthyl AcetateHCID 8857—
ProductSertraline HydrochlorideHCID 63009—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 2.85 g sertraline free amine (obtained after treating a solution of sertraline mandelate salt in ethyl acetate with a 2 molar solution of NaOH in water, followed by a standard organic work-up procedure) in 300 ml diethyl ether is cooled to 0° C. At this temperature, gaseous HCl is introduced in the reaction mixture for 30 minutes. The reaction mixture, a white suspension, is warmed to room temperature and stirred overnight under an argon atmosphere. The white suspension is filtered and the white product washed with diethyl ether (3×50 ml). The resulting white solid is dried at room temperature by blowing gently a stream of air over the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06939992B2
Source datasetuspto-grants-2005_09
ORD IDord-be74995d298d4e4a8df254b2c6922a30
Source noteuspto-grants-2005_09