Hydrochloric Acid → Sertraline Hydrochloride

Participants

Role	Name	HCID	Charge
Reactant	Hydrochloric Acid	HCID 313	—
Reactant	(1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine;2-hydroxy-2-phenylacetate	HCID 131718189	—
Solvent	1-Butanol	HCID 263	—
Product	Sertraline Hydrochloride	HCID 63009	—

Reaction Steps

Sertraline mandelate (20 g) and n-butanol were stirred at room temperature. The mixture was acidified with hydrogen chloride until pH 0 was reached. During the acidification the temperature of the reaction mixture rose to ˜50° C. After the natural cooling to room temperature, the mixture was stirred at room temperature for two hours. The solid was filtrated, washed with n-butanol and dried at 80° C. to afford sertraline hydrochloride Form II (9.02 g).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06495721B1
Source dataset	uspto-grants-2002_12
ORD ID	ord-e1db276febf149f5a84c923357455d68
Source note	uspto-grants-2002_12