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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69512Generated: October 27, 2026

Potassium Carbonate → (R)-3-(4-Hydroxy-4-methyl-piperidin-1-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/69512

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant4-Methylpiperidin-4-olHCID 15649174—
Reactant(S)-3-(Toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 57957824—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product(R)-3-(4-Hydroxy-4-methyl-piperidin-1-yl)-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 68991890—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a mixture of 4-Methyl-piperidin-4-ol (2.2 g) and (S)-3-(Toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester (5.0 g) in acetonitrile (54 mL)/NMP (30 mL)/DMF (5 mL) was added potassium carbonate (9.2 g). The mixture was stirred at 80° C. for 12 h. Ethyl acetate and water was added. The aqueous phase was acidified, extracted with ethyl acetate. The collected organic phase were washed with water, dried over sodium sulfate and concentrated. The product with the molecular weight of 284.40 (C15H28N2O3) was obtained in this way; MS (ESI): 285 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822495B2
Source datasetuspto-grants-2014_09
ORD IDord-71b392faa4a8405a8eaf090bbf4f2c68
Source noteuspto-grants-2014_09