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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 502018Generated: October 30, 2026

Water → Sertraline

https://huagongshe.com/reaction/502018

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactant79617-97-3HCID 10479278—
SolventEthyl AcetateHCID 8857—
ProductSertralineHCID 68617—

Reaction Conditions

Temperature14 °C

Reaction Steps

Water (30 ml) and ethyl acetate (35 ml) are added to (1S-cis)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-naphthalenamine mandelate (obtained in step-Ia), cooled to 10-18° C. and aqueous sodium hydroxide (50%) is slowly added for 1 hour 30 minutes at 10-18° C. (to adjust the pH to 9.5-11.0). The contents are stirred for 30-45 minutes, separated the aqueous layer and discarded it. Activated carbon (0.25 gm) is added to the reaction mass, stirred for 15-30 minutes, filtered and washed with ethyl acetate (5 ml). Distilled off ethyl acetate under reduced pressure until the mass temperature reaches to 50-55° C. to give 3.1 gm of sertraline free base as residue (HPLC purity: 99.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772438B2
Source datasetuspto-grants-2010_08
ORD IDord-da9c73d19a5542818dba8313a82e7f2b
Source noteuspto-grants-2010_08