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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 880288Generated: October 29, 2026

tert-butyl 3-(3-(methoxycarbonyl)phenyl)-2,5-dihydro-1H-pyrrole-1-carboxylate → Tert-butyl 3-(3-(methoxycarbonyl)phenyl)pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/880288

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-butyl 3-(3-(methoxycarbonyl)phenyl)-2,5-dihydro-1H-pyrrole-1-carboxylateHCID 90241145—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductTert-butyl 3-(3-(methoxycarbonyl)phenyl)pyrrolidine-1-carboxylateHCID 9023913498.1%

Reaction Conditions

Temperature30 °C

Reaction Steps

To a solution of tert-butyl 3-(3-(methoxycarbonyl)phenyl)-2,5-dihydro-1H-pyrrole-1-carboxylate (213 mg, 0.7 mmol) in MeOH (10 mL) was added Pd/C (20 mg). The mixture was stirred for 30 min at 30° C. under H2 atmosphere. The mixture was filtered and the filtrate was concentrated to give the title compound which was used in next step without further purification (210 mg, Yield 98.1%). 1H NMR (CDCl3, 400 MHz): δ 7.88-7.97 (m, 2H), 7.36-7.48 (m, 2H), 3.92 (s, 3H), 3.77-3.90 (m, 1H), 3.53-3.72 (m, 1H), 3.25-3.47 (m, 3H), 2.29 (d, J=5.27 Hz, 1H), 2.01 (quin, J=10.2 Hz, 1H), 1.42-1.55 (m, 10H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08993555B2
Source datasetuspto-grants-2015_03
ORD IDord-b42c86ffd34b4a9fa1e5eca55f1eeae5
Source noteuspto-grants-2015_03