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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202031Generated: October 31, 2026

Sodium Hydroxide → 3-{1-[(Tert-butoxy)carbonyl]pyrrolidin-3-yl}benzoic acid

https://huagongshe.com/reaction/2202031

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantTert-butyl 3-(3-(methoxycarbonyl)phenyl)pyrrolidine-1-carboxylateHCID 90239134—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product3-{1-[(Tert-butoxy)carbonyl]pyrrolidin-3-yl}benzoic acidHCID 5340662398%

Reaction Conditions

Temperature29 °C

Reaction Steps

To a solution of tert-butyl 3-(3-(methoxycarbonyl)phenyl)pyrrolidine-1-carboxylate (210 mg, 0.7 mmol) in EtOH (4 ml) was added a solution of NaOH (56 mg, 1.4 mmol) in H2O (1 ml) at 29° C. The mixture was stirred for 30 min at 29° C. The mixture was concentrated and the residue was treated with water and extracted with EA. The water layer was treated with 2N HCl until pH=3, extracted with EA and the combined organic layers were washed with brine, dried over Na2SO4 and concentrated to give the title compound which was used in next step without further purification (200 mg, Yield 98.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365519B2
Source datasetuspto-grants-2016_06
ORD IDord-78e53650410e43669a2973464651645a
Source noteuspto-grants-2016_06