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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606791Generated: October 30, 2026

Potassium Carbonate → 1-Chloro-3-ethynylbenzene

https://huagongshe.com/reaction/606791

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant18-Crown-6HCID 28557—
Reactant4-(3-Chlorophenyl)-2-methyl-3-butyn-2-olHCID 23006374—
SolventTolueneHCID 1140—
Product1-Chloro-3-ethynylbenzeneHCID 12308666.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

Add dry toluene to a degassed mixture of 4-(3-chlorophenyl)-2-methylbut-3-yn-2-ol (21.1 g, 0.109 mol), potassium carbonate (45 g, 0.326 mol) and 18-crown-6 (6.89 g, 0.026 mol). Stir at 90° C. for 36 h. Cool the reaction mixture to room temperature, filter and wash with toluene. Concentrate and purify the residue by silica gel chromatography, eluting with 18:1 o 13:1 hexanes:ethyl acetate, to give the title compound (9.85 g, 66%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915424B2
Source datasetuspto-grants-2011_03
ORD IDord-b46969bcf8b0465daccdc5e39da688a3
Source noteuspto-grants-2011_03