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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 646149Generated: October 25, 2026

2-Bromoethyl p-bromophenyl ether → 1-Bromo-4-(ethenyloxy)benzene

https://huagongshe.com/reaction/646149

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Bromoethyl p-bromophenyl etherHCID 87797—
ReactantPotassium tert-butoxideHCID 23665647—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product1-Bromo-4-(ethenyloxy)benzeneHCID 1140137258%

Reaction Steps

To a solution of 1-bromo-4-(2-bromoethoxy)benzene (19.9 g, 100 mmol; see step (a) above) in THF (120 mL) was portion-wise added t-BuOK (14.0 g, 125 mmol) over 10 min at 0° C. After stirring at room temperature for 16 h, the mixture was diluted with water (400 mL) and the product was extracted with light petrol (4×100 mL). The combined organic extracts were washed with brine, dried (Na2SO4), concentrated and distilled under vacuum to yield the sub-title compound (11.5 g, 58%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07705023B2
Source datasetuspto-grants-2010_04
ORD IDord-524fb7489f5d431f97dd0cea24560d0c
Source noteuspto-grants-2010_04