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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1400611Generated: October 29, 2026

1-Chloro-4-(2,2-dibromoethenyl)benzene → 1-(Bromoethynyl)-4-chlorobenzene

https://huagongshe.com/reaction/1400611

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-4-(2,2-dibromoethenyl)benzeneHCID 6422981—
ReactantPotassium tert-butoxideHCID 23665647—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product1-(Bromoethynyl)-4-chlorobenzeneHCID 64039078.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 1-chloro-4-(2,2-dibromovinyl)benzene (9.60 g, 32.7 mmol) in toluene was added potassium tertbutoxide (7.35 g, 65.6 mmol) at RT. The reaction mixture was heated at 80° C. for 3 h. The reaction was monitored by LCMS and TLC. The reaction mixture was diluted with water and extracted with EtOAc. The organic was dried over sodium sulfate and concentrated under reduced pressure to give the desired product (5.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906925B2
Source datasetuspto-grants-2014_12
ORD IDord-af9eeb43a234499e9112352b1f32c4c5
Source noteuspto-grants-2014_12