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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2299579Generated: October 31, 2026

Sodium Hydroxide → Sertraline

https://huagongshe.com/reaction/2299579

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 numberUS06495721B1
Source datasetuspto-grants-2002_12
ORD IDord-c076d909bfa643ebb9f76503fc68dd92
Source noteuspto-grants-2002_12