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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1161429Generated: October 26, 2026

Water → 9-Methoxy-3,4-dihydro-2H-benzo[b][1,4]dioxepine-7-carbaldehyde

https://huagongshe.com/reaction/1161429

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,3-DibromopropaneHCID 8001—
ReactantPotassium CarbonateHCID 11430—
Reactant3,4-Dihydroxy-5-methoxybenzaldehydeHCID 77535—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product9-Methoxy-3,4-dihydro-2H-benzo[b][1,4]dioxepine-7-carbaldehydeHCID 2591717753%

Reaction Steps

After adding 1.5 g of potassium carbonate and 1.2 g of 1,3-dibromopropane to a solution of 920 mg of 3,4-dihydroxy-5-methoxybenzaldehyde [CAS No. 859785-71-0] in 10 ml of DMF, the mixture was stirred at 60° C. for 3 hours. Water was added to the reaction mixture, and extraction was performed with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate. The desiccating agent was filtered off and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate-heptane) to give the title compound (604 mg) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07816522B2
Source datasetuspto-grants-2010_10
ORD IDord-cea6f6be94694f0abc9503f965a5ac0a
Source noteuspto-grants-2010_10