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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2384930Generated: November 2, 2026

Tert-butyl 3-(4-bromobenzoyl)pyrrolidine-1-carboxylate → HCID 68953107, compound

https://huagongshe.com/reaction/2384930

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 3-(4-bromobenzoyl)pyrrolidine-1-carboxylateHCID 67239763—
SolventHydrochloric AcidHCID 313—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 68953107HCID 6895310782.4%

Reaction Steps

Stir a solution of 3-(4-bromo-benzoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (3.79 g, 10.7 mmol) in 4 M HCl in dioxane (21.4 mL) at 0° C. for one hour. Concentrate the reaction mixture, dilute the mixture with CH2Cl2, wash with 5 N NaOH (15 mL), and back extract the aqueous with CH2Cl2. Wash the combined organic layer with brine, dry over Na2SO4, filter, and concentrate. Purify the crude material by flash chromatograph, eluting with 5-10% in MeOH (2N NH3)/CH2Cl2 to give 2.24 g (82%) of the title compound. LC-MS m/z (79Br) 254.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263772B2
Source datasetuspto-grants-2012_09
ORD IDord-296658d0ff634a36a141ca9faa3afee6
Source noteuspto-grants-2012_09