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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776344Generated: November 1, 2026

Ethanol → 5-(benzo[c][1,2,5]oxadiazol-5-yl)-2,2-dimethylfuran-3(2H)-one

https://huagongshe.com/reaction/1776344

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantDiethylamineHCID 8021—
Reactant1-(Benzo[c][1,2,5]oxadiazol-5-yl)-4-hydroxy-4-methylpent-2-yn-1-oneHCID 59354853—
Product5-(benzo[c][1,2,5]oxadiazol-5-yl)-2,2-dimethylfuran-3(2H)-oneHCID 5935483583%

Reaction Steps

To a stirred solution of 1-(benzo[c][1,2,5]oxadiazol-5-yl)-4-hydroxy-4-methylpent-2-yn-1-one (0.3 g, 1.304 mmol) in ethanol (15 mL), a solution of diethyl amine (0.095 g, 1.304 mmol) in EtOH (5 mL) was added dropwise at RT. The reaction mixture was then stirred for 2 h. The ethanol was then removed, and the mixture was diluted with EtOAc (10 mL). The combined organic layers were washed with water (5 mL) and brine (10 mL), dried over Na2SO4, filtered, and concentrated in vacuo to afford 5-(benzo[c][1,2,5]oxadiazol-5-yl)-2,2-dimethylfuran-3(2H)-one (0.25 g, 83%) as a black oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09265767B2
Source datasetuspto-grants-2016_02
ORD IDord-dbe2a1ed276540168c3cc27d4a254baa
Source noteuspto-grants-2016_02