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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056630Generated: November 2, 2026

Sodium Acetate → tert-Butyl 5-oxohexahydrocyclopenta(c)pyrrole-2(1H)-carboxylate

https://huagongshe.com/reaction/1056630

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AcetateHCID 517045—
Reactant2,2'-(1-(Tert-butoxycarbonyl)pyrrolidine-3,4-diyl)diacetic acidHCID 68465675—
SolventAcetic AnhydrideHCID 7918—
Producttert-Butyl 5-oxohexahydrocyclopenta(c)pyrrole-2(1H)-carboxylateHCID 1099869055%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a suspension of 2,2′-(1-(tert-butoxycarbonyl)pyrrolidine-3,4-diyl)diacetic acid (3.40 g, 11.8 mmol) in Ac2O (21 mL) was added NaOAc (0.78 g, 9.5 mmol) and the reaction mixture was stirred at 120° C. for 3 h. After that, the resulting mixture was cooled down to rt then filtered and washed with EtOAc (20 mL×2). The filtrate was concentrated in vacuo and the residue was purified by silica gel chromatography (EtOAc/PE (v/v)=1/4) to give the title compound as orange yellow oil (1.38 g, 55.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09399637B2
Source datasetuspto-grants-2016_07
ORD IDord-c137eebb286f4e718d24b7289d51b371
Source noteuspto-grants-2016_07