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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1401676Generated: November 1, 2026

Toluene → 5-(2-Bromoethynyl)-2-methylpyridine

https://huagongshe.com/reaction/1401676

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant5-(2,2-Dibromovinyl)-2-methylpyridineHCID 59455163—
SolventWaterHCID 962—
Product5-(2-Bromoethynyl)-2-methylpyridineHCID 1204046932.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 5-(2,2-dibromovinyl)-2-methylpyridine (0.10.9 g, 0.00393 mol), potassium tertbutoxide (0.88 g, 0.00787 mol) and toluene (13 mL) were heated at 80° C. for 4 h. After completion of reaction, the reaction mixture was cooled to RT, diluted with water (15 mL), and extracted with EtOAc (3×50 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduce pressure to obtain product as a yellow oil (0.25 g, 32.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08907097B2
Source datasetuspto-grants-2014_12
ORD IDord-42d96bb0d7014a06aaafb04b4942436b
Source noteuspto-grants-2014_12