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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 468040Generated: October 27, 2026

Hydrochloric Acid → tert-Butyl (4-oxo-4-phenylbutyl)carbamate

https://huagongshe.com/reaction/468040

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1-Pyrrolidinecarboxylic acid, 2-oxo-, 1,1-dimethylethyl esterHCID 379000—
ReactantHCID 178418255HCID 178418255—
SolventTetrahydrofuranHCID 8028—
Producttert-Butyl (4-oxo-4-phenylbutyl)carbamateHCID 1426785896%

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of 2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester (7.03 g, 38 mmol) in THF (130 mL) was added phenylmagnesium bromide (1.0 M solution, 50 mL) at −78° C. After stirring for 2 hour at −78° C., HCl (2 M, 35 mL) was added to quench the reaction, which was then warmed to room temperature and the aqueous layer was extracted with EtOAc (2×100 mL). The combined organics were washed with brine (50 mL) and dried over Na2SO4, filtered and concentrated under reduced pressure to afford 9.56 g (96% yield) of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08623895B2
Source datasetuspto-grants-2014_01
ORD IDord-662930244d8a45a480af385ac23fad1a
Source noteuspto-grants-2014_01