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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1595772Generated: October 25, 2026

Sulfuric Acid → Methyl 2,3-dihydro-1,4-benzodioxine-6-carboxylate

https://huagongshe.com/reaction/1595772

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantSodium BicarbonateHCID 516892—
Reactant1,4-Benzodioxane-6-carboxylic AcidHCID 2758833—
SolventMethanolHCID 887—
ProductMethyl 2,3-dihydro-1,4-benzodioxine-6-carboxylateHCID 380217897.8%

Reaction Steps

A solution of 19.6 g (109 mmol) of 2,3-dihydro-benzo[1,4]dioxine-6-carboxylic acid (J. Chem. Soc., 3445, 1957) in 400 mL of MeOH containing 4 mL of H2SO4 was refluxed overnight. Sodium bicarbonate (18 g) was added, the solvent was removed and the residue was triturated several times with Et2O. The washes were combined, filtered through anhyd MgSO4 and evaporated to yield 20.7 g of the title compound as a pale yellow oil: mass spectrum (electron impact, m/e): 194.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06288082B1
Source datasetuspto-grants-2001_09
ORD IDord-50bece3bff9140228f8ecb8f17cec8aa
Source noteuspto-grants-2001_09