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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1625867Generated: October 26, 2026

Ammonium Chloride → 5-Bromo-2,3-dihydro-1-benzofuran

https://huagongshe.com/reaction/1625867

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant5,7-Dibromo-2,3-dihydrobenzofuranHCID 2779135—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
Product5-Bromo-2,3-dihydro-1-benzofuranHCID 277615993.1%

Reaction Steps

5,7-Dibromo-2,3-dihydrobenzo[b]furan (see WO 02/070020) (3.0 g) in diethyl ether was cooled to −78° C. under argon atmosphere, and thereto was added dropwise n-butyl lithium (2.44 M hexane solution, 5.09 ml). The mixture was stirred at the same temperature for 30 minutes, and poured into a saturated aqueous ammonium chloride solution. The mixture was extracted with diethyl ether, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure to give 5-bromo-2,3-dihydrobenzo[b]furan (2.0 g) as pale yellow crystals, which was used in the subsequent step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785403B2
Source datasetuspto-grants-2014_07
ORD IDord-f8cebef5cad44beab38126a228da36c9
Source noteuspto-grants-2014_07