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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1579846Generated: November 2, 2026

Catechol → HCID 22756306, compound

https://huagongshe.com/reaction/1579846

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCatecholHCID 289—
ReactantPotassium IodideHCID 4875—
ReactantPotassium CarbonateHCID 11430—
Reactantp-Toluenesulfonic acid 1-butyn-3-yl esterHCID 561098—
SolventAcetoneHCID 180—
ProductHCID 22756306HCID 22756306—

Reaction Steps

A solution of 247 parts of p-toluenesulphonic acid-1-butin- 3-yl ester in 200 parts by volume of acetone is dropped at 50°C into a suspension of 110 parts of pyrocatechol, 152 parts of anhydrous potassium carbonate and 166 parts of potassium iodide in 100 parts by volume of acetone. The mixture is refluxed for 2 days, then filtered and evaporated. The residue is taken up in 500 parts by volume of ether, washed with water and with 450 parts by volume of sodium hydroxide solution of 20 % strength. The alkaline extract, together with the partially precipitated sodium salt of the product, is acidified with semidilute hydrochloric acid while being cooled with ice. The product is obtained by extracting this solution with chloroform and evaporating the extract. For purification it is distilled under a high vacuum. Boiling point: 63° to 66°C under 0.07 mm Hg. The distillate crystallises; it melts at 52° to 54°C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03931408
Source datasetuspto-grants-1976_01
ORD IDord-df46d95366274c37a7cc5ba8fa800130
Source noteuspto-grants-1976_01