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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 267787Generated: October 31, 2026

Acetic Acid → methyl 3-oxo-3,4-dihydro-2H-1,5-benzodioxepin-2-carboxylate

https://huagongshe.com/reaction/267787

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMethyl 2-methoxycarbonylmethyloxyphenoxyacetateHCID 347859—
ReactantPotassiumHCID 5462222—
ReactantButan-1-olateHCID 12476378—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Productmethyl 3-oxo-3,4-dihydro-2H-1,5-benzodioxepin-2-carboxylateHCID 13544514—

Reaction Steps

Potassium t.-butoxide (15.8 g.) dissolved in DMSO (130 ml.) is added dropwise over a 45 minute period to 1,2-bis-carbomethoxymethoxybenzene (18.3 g.) in DMSO (30 ml.) under an atmosphere of nitrogen. The mixture then is stirred 3 hours at ambient temperature and a mixture of acetic acid (16 ml.) and water (200 ml.) is added. The reaction mixture is extracted with benzene, the powdery material removed by filtration and the benzene then dried over magnesium sulfate and the benzene then evaporated leaving 3-oxo-4-carbomethoxy-3,4-dihydro-2H-1,5-benzodioxepin that is used in the following step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03944560
Source datasetuspto-grants-1976_03
ORD IDord-766110ea60d7478594a1f48108ef4b28
Source noteuspto-grants-1976_03