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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2182838Generated: October 31, 2026

(1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine;2-hydroxy-2-phenylacetate → Sertraline Hydrochloride

https://huagongshe.com/reaction/2182838

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine;2-hydroxy-2-phenylacetateHCID 131718189—
Solvent1-ButanolHCID 263—
ProductSertraline HydrochlorideHCID 63009—

Reaction Steps

Sertraline mandelate (20 g) in n-BuOH (400 ml) was heated to 60° C. A slurry was obtained. HC1 (g) was bubbled through the mixture and complete dissolution was observed. When the solution pH was ˜0.5, the solution was cooled and seeded with sertraline hydrochloride Form II. The reaction mixture was srirred at room temperature over night and a solid was filtered and washed with n-BuOH. The solid was dried to afford sertraline hydrochloride Form II (7.21 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06897340B2
Source datasetuspto-grants-2005_05
ORD IDord-c6f15d52ecc142f39aeeae18292d14bf
Source noteuspto-grants-2005_05