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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1848665Generated: October 31, 2026

Potassium Carbonate → (S)-1-(3-hydroxy-propyl)-pyrrolidine-2-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1848665

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-Bromo-1-propanolHCID 12308—
ReactantL-Proline 1,1-dimethylethyl esterHCID 6453108—
SolventAcetonitrileHCID 6342—
Product(S)-1-(3-hydroxy-propyl)-pyrrolidine-2-carboxylic acid tert-butyl esterHCID 6860272194.9%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a solution of (S)-pyrrolidine-2-carboxylic acid tert-butyl ester (350 mg, 2.04 mmol) in CH3CN (5 mL), 3-bromo-propan-1-ol (268 μL, 3.06 mmol) and K2CO3 (844 mg, 6.12 mmol) were added. The mixture was heated at 85° C. overnight, concentrated and purified by silica gel column chromatography (DCM/MeOH=95/5) to afford 444 mg (S)-1-(3-hydroxy-propyl)-pyrrolidine-2-carboxylic acid tert-butyl ester. MS: 230.2 (M+H)+, tR=0.99 min (method 1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952161B2
Source datasetuspto-grants-2015_02
ORD IDord-69440107d9fd4fa6832545448afe089b
Source noteuspto-grants-2015_02