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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2193127Generated: November 1, 2026

Dimethylformamide → Methyl 2,3-dihydro-8-hydroxy-1,4-benzodioxin-6-carboxylate

https://huagongshe.com/reaction/2193127

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl GallateHCID 7428—
Reactant1,2-DibromoethaneHCID 7839—
ReactantPotassium CarbonateHCID 11430—
SolventWaterHCID 962—
ProductMethyl 2,3-dihydro-8-hydroxy-1,4-benzodioxin-6-carboxylateHCID 59398158—

Reaction Conditions

Temperature100 °C

Reaction Steps

To 20 mL of an N,N-dimethylformamide solution containing 2.25 g of methyl gallate, 1.3 mL of 1,2-dibromoethane and 4.05 g of potassium carbonate were added, and the mixture was stirred at 100° C. overnight. The reaction mixture was cooled to room temperature, then fed into water, and the resultant solution was extracted with a mixed solvent of ethyl acetate:toluene of 5:1. The organic layer was washed with water and an aqueous saturated sodium chloride solution, and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain 1.66 g of a brown oily substance, methyl 8-hydroxy-2,3-dihydro-1,4-benzodioxin-6-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329694B2
Source datasetuspto-grants-2012_12
ORD IDord-9e02950c7dab44b9b1da749a7484f28f
Source noteuspto-grants-2012_12