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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1743869Generated: October 30, 2026

Carbon tetrabromide → 1-(2-Bromoethyl)-4-chloro-2-nitrobenzene

https://huagongshe.com/reaction/1743869

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant2-(4-Chloro-2-nitrophenyl)ethanolHCID 14491512—
SolventDichloromethaneHCID 6344—
Product1-(2-Bromoethyl)-4-chloro-2-nitrobenzeneHCID 2223658495.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 2-(4-chloro-2-nitro-phenyl)-ethanol (63.0 g, 0.31 mole) in methylene chloride (1 L) was added triphenylphosphine (81.9 g, 0.31 mole) and the mixture was cooled to 0° C. Carbon tetrabromide (103.6 g, 0.31 mole) in methylene chloride (100 mL) was added dropwise through an addition funnel. The reaction mixture was stirred at room temperature overnight. The solvent was removed in vacuo and the residue purified by flash column chromatography (silica gel, dichloromethane) to provide 78.0 g of the title compound as a light brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07012089B2
Source datasetuspto-grants-2006_03
ORD IDord-a5030b5bbd79498c8c33d8fe7c249935
Source noteuspto-grants-2006_03