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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 636844Generated: October 30, 2026

Ethylene Oxide → 2,3-Benzofurandione, 2-[O-(2-hydroxyethyl)oxime] 3-(O-methyloxime)

https://huagongshe.com/reaction/636844

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene OxideHCID 6354—
ReactantPotassium HydroxideHCID 14797—
ReactantHCID 178502623HCID 178502623—
SolventWaterHCID 962—
Product2,3-Benzofurandione, 2-[O-(2-hydroxyethyl)oxime] 3-(O-methyloxime)HCID 5430107961%

Reaction Conditions

Temperature5 °C

Reaction Steps

264.3 g (6.0 mol) of ethylene oxide are passed into a solution of 192.2 g (1.0 mol) of benzofuran-2,3-dione 3-(O-methyl oxime) 2-oxime in 2 l of water at 20° C. in the course of 85 minutes. The solution is cooled to 5° C. and 70 g (1.06 mol) of potassium hydroxide lozenges are added, the temperature rising to 10° C. The mixture is stirred for a further 165 minutes without further cooling and the precipitate formed is filtered off with suction, washed with 500 ml of ice-water in portions and dried in a vacuum drying cabinet at 40° C. 143.0 g (61% of theory) of benzofuran-2,3-dione 2-[O-(2hydroxy-ethyl) oxime]-3-(O-methyl oxime) are obtained as a mixture of two stereoisomers.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06194590B1
Source datasetuspto-grants-2001_02
ORD IDord-e4d9607ce5e94caf8d4941b6ed9dcc3a
Source noteuspto-grants-2001_02