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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1504490Generated: October 30, 2026

Phosphorus tribromide → 4-(1-Bromoethyl)-1,2-dichlorobenzene

https://huagongshe.com/reaction/1504490

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus tribromideHCID 24614—
Reactant3,4-Dichloro-alpha-methylbenzenemethanolHCID 97899—
CatalystPyridineHCID 1049—
SolventDiethyl EtherHCID 3283—
SolventHeptaneHCID 8900—
Product4-(1-Bromoethyl)-1,2-dichlorobenzeneHCID 43141450170.4%

Reaction Steps

To a solution of 1-(3,4-dichlorophenyl)ethanol (0.87 g, 4.55 mmol)in n-heptane (5.00 mL) and Et2O (0.500 mL) at 0° C. was added pyridine (1 drop) and phosphorous tribromide (0.214 mL, 2.277 mmol). The reaction mixture was warmed to RT and stirred for 2 h. The reaction was diluted with ether, washed with water (1×), saturated NaHCO3 (1×), and brine (1×). The organic layer was dried over magnesium sulfate, filtered, and concentrated to give 4-(1-bromoethyl)-1,2-dichlorobenzene (0.985 g, 3.88 mmol, 85% yield). m/z (ESI) 249.0 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09212182B2
Source datasetuspto-grants-2015_12
ORD IDord-d0bd477f6a3f46cea7d294c96ea373f7
Source noteuspto-grants-2015_12