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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2251722Generated: November 2, 2026

Sodium Hydroxide → Sertraline

https://huagongshe.com/reaction/2251722

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant(1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine;2-hydroxy-2-phenylacetateHCID 131718189—
SolventEthyl AcetateHCID 8857—
ProductSertralineHCID 68617191.2%
Product(1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine;2-hydroxy-2-phenylacetateHCID 131718189—

Reaction Steps

Sertraline mandelate was prepared according to procedures in U.S. Pat. No. 5,248,699. Sertraline mandelate (5 g) was stirred at room temperature with 50 mL ethyl acetate. Aqueous sodium hydroxide was added dropwise until the sertraline mandelate was completely neutralized. The phases were separated and the organic phase was dried over MgSO4 and filtered. The solvent was removed under reduced pressure resulting sertraline base as an oil (3.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07319171B2
Source datasetuspto-grants-2008_01
ORD IDord-8041cc6875a34184a9e26f8c4fde9768
Source noteuspto-grants-2008_01