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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1528160Generated: November 4, 2026

Diethyl Ether → (R)-1-[3-(2-Ethoxy-3,4-dioxocyclobut-1-enylamino)-2-hydroxybenzoyl]pyrrolidine-2-carboxylic acid

https://huagongshe.com/reaction/1528160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactanttert-butyl (R)-1-[3-(2-ethoxy-3,4-dioxocyclobut-1-enylamino)-2-hydroxy-benzoyl]pyrrolidine-2-carboxylateHCID 89534484—
SolventTrifluoroacetic acidHCID 6422—
Product(R)-1-[3-(2-Ethoxy-3,4-dioxocyclobut-1-enylamino)-2-hydroxybenzoyl]pyrrolidine-2-carboxylic acidHCID 8953448586%

Reaction Steps

1.00 g (2.32 mmol) of tert-butyl (R)-1-[3-(2-ethoxy-3,4-dioxocyclobut-1-enylamino)-2-hydroxy-benzoyl]pyrrolidine-2-carboxylate were dissolved in 5 ml of trifluoroacetic acid. 25 min later, the reaction medium was concentrated to dryness and was taken up in toluene before being again concentrated. A pink foam was obtained. This foam was taken up with diethyl ether, with stirring, and then filtered. 0.75 g was obtained in the form of a beige solid. Yield=86%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090596B2
Source datasetuspto-grants-2015_07
ORD IDord-dd730652fb034539b00bee65bf40a174
Source noteuspto-grants-2015_07