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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966720Generated: October 28, 2026

Dabco → 5-Methoxy-1,3-dihydro-2-benzofuran-1,3-dione

https://huagongshe.com/reaction/1966720

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDabcoHCID 9237—
ReactantThionyl ChlorideHCID 24386—
Reactant4-Methoxyphthalic acidHCID 74665—
SolventDichloromethaneHCID 6344—
Product5-Methoxy-1,3-dihydro-2-benzofuran-1,3-dioneHCID 63974858.1%

Reaction Steps

To a mixture of 4-methoxy-phthalic acid (1.8 g, 9.18 mmol), thionyl chloride (1.4 mL, 19.79 mmol) in CH2Cl2 (15 mL) is added DABCO (1.1 g, 9.81 mmol). The reaction mixture is stirred at room temperature for 2 hours. The reaction mixture is diluted with CH2Cl2 (100 mL), washed with H2O (75 mL×2), dried with Na2SO4 and filtered. The filtrate is concentrated under reduced pressure to afford 5-methoxy-isobenzofuran-1,3-dione (950 mg, 58%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420655B2
Source datasetuspto-grants-2013_04
ORD IDord-5d5d18daad334ca084c60a0f35f02b5b
Source noteuspto-grants-2013_04