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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1869767Generated: November 1, 2026

Sodium Hydroxide → {(3S,5R)-1-[4-(trifluoromethyl)benzyl]-5-[4-(trifluoromethyl)phenyl]pyrrolidin-3-yl}acetic acid

https://huagongshe.com/reaction/1869767

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantMethyl{1-[4-(trifluoromethyl)benzyl]-5-[4-(trifluoromethyl)phenyl]pyrrolidin-3-yl}acetateHCID 76697410—
SolventMethanolHCID 887—
Product{(3S,5R)-1-[4-(trifluoromethyl)benzyl]-5-[4-(trifluoromethyl)phenyl]pyrrolidin-3-yl}acetic acidHCID 53630255—

Reaction Conditions

Temperature60 °C

Reaction Steps

The ester from Step 5 (240 mg, 0.53 mmol) was dissolved in methanol (2 mL) and NaOH (0.67 mL, 2.65 mmol) was added. The mixture was heated at 60° C. for 2 h. then cooled, evaporated, neutralised with HCl (aq.) and extracted into CH2Cl2. The organic extracts were pooled, washed with water, brine and dried (MgSO4) and evaporated. The residue was purified on silica using 10-100% ethyl acetate in iso-hexane as eluant.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07638629B2
Source datasetuspto-grants-2009_12
ORD IDord-bef72b08665044a6b9e774b3a37ef318
Source noteuspto-grants-2009_12