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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229129Generated: October 30, 2026

Water → 2-[(5,6-Dihydro-[1,4,2]dioxazin-3-yl)-methoxyimino-methyl]-benzaldehyde

https://huagongshe.com/reaction/2229129

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl morpholine oxideHCID 82029—
Reactant(ortho-chloromethylphenyl) (5,6-dihydro-[1,4,2]dioxazin-3-yl)methanone O-methyl oximeHCID 72952368—
SolventDimethylformamideHCID 6228—
Product2-[(5,6-Dihydro-[1,4,2]dioxazin-3-yl)-methoxyimino-methyl]-benzaldehydeHCID 5429631276%

Reaction Conditions

Temperature120 °C

Reaction Steps

19.5 g (0.14 mol) of N-methylmorpholine N-oxide are added to a solution of 15 g (0.056 mol) of (2-chloromethyl-phenyl)-(5,6-dihydro-[1,4,2]dioxazin-3-yl)-methanone O-methyl oxime in 150 ml of dimethylformamide and the mixture is stirred at 120° C. for 2 hours. After cooling, the mixture is poured into 1000 ml of water and extracted three times with 200 ml of ethyl acetate each time. The combined organic phases are dried over magnesium sulphate and concentrated under reduced pressure. The residue is stirred with diisopropyl ether and the solid formed is filtered off with suction. 10.5 g (76% of theory) of 2-[(5,6-dihydro-[1,4,2]dioxazin-3-yl)-methoxyimino-methyl]-benzaldehyde are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420362B1
Source datasetuspto-grants-2002_07
ORD IDord-55ce8ac9ef244f81b2349ddb2fb10a33
Source noteuspto-grants-2002_07