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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1931856Generated: November 3, 2026

Ammonium Chloride → HCID 67403681, compound

https://huagongshe.com/reaction/1931856

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant1-Bromo-3,5-difluorobenzeneHCID 136313—
ReactantTert-butyl 3-oxopyrrolidine-1-carboxylateHCID 471360—
ReactantMagnesiumHCID 5462224—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67403681HCID 67403681104.6%

Reaction Steps

To a solution of 1-bromo-3,5-difluorobenzene (3.13 g, 16.2 mmol) in dry tetrahydro-furan (40 mL), under nitrogen, was added magnesium turnings (0.39 g, 16.2 mmol). The mixture was refluxed for 1 h, cooled to ambient temperature and a solution of 1-N-boc-3-pyrrolidinone (2.0 g, 10.8 mmol) in dry tetrahydrofuran (10 mL) was added drop wise. The resulting mixture was refluxed 1 h, cooled to ambient temperature, aqueous saturated ammonium chloride solution (40 mL) was added and the mixture was extracted with ethyl acetate (3×50 mL). The combined organic phase was dried (MgSO4), filtered and evaporated to give the title compound (3.38 g). MS m/z (rel. intensity, 70 eV) 299 (M+, 1), 243 (42), 198 (49), 168 (31), 127 (28), 57 (bp).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188301B2
Source datasetuspto-grants-2012_05
ORD IDord-a23b96d904f0497cbbb676c63c93034b
Source noteuspto-grants-2012_05