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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 636845Generated: October 30, 2026

Acetic Acid → Z-(5,6-dihydro-1,4,2-dioxazin-3-yl)-(2-hydroxy-phenyl)-methanone O-methyl-oxime

https://huagongshe.com/reaction/636845

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPotassium HydroxideHCID 14797—
Reactant2,3-Benzofurandione, 2-[O-(2-hydroxyethyl)oxime] 3-(O-methyloxime)HCID 54301079—
SolventWaterHCID 962—
ProductZ-(5,6-dihydro-1,4,2-dioxazin-3-yl)-(2-hydroxy-phenyl)-methanone O-methyl-oximeHCID 13554240769.1%

Reaction Conditions

Temperature10 °C

Reaction Steps

A solution of 25.6 g (0.1084 mol) of benzofuran-2,3-dione 2-[O-(2-hydroxy-ethyl)oxime]3-(O-methyl oxime) and 14.2 g (0.216 mol) of potassium hydroxide lozenges in 250 ml of water is stirred at 60° C. for 195 minutes. The solution is cooled to 10° C. and acidified to a pH of 5-6 with glacial acetic acid. The product which has crystallized out is filtered off with suction, washed with 200 ml of water in portions and dried at 45° C. in a vacuum drying cabinet. 17.7 g (67.7% of theory) of E-(5,6-dihydro-[1,4,2]dioxazin-3-yl)-(2-hydroxy-phenyl)-methanone O-methyl oxime are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06194590B1
Source datasetuspto-grants-2001_02
ORD IDord-7047b5d9da724c11a0659ab04e46d473
Source noteuspto-grants-2001_02