Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1532473Generated: October 30, 2026

1,3-Dihydroisobenzofuran → Phthalaldehyde

https://huagongshe.com/reaction/1532473

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-DihydroisobenzofuranHCID 10327—
ReactantN-HydroxyphthalimideHCID 10665—
SolventAcetonitrileHCID 6342—
ProductPhthalaldehydeHCID 480780%
ProductPhthalideHCID 68857%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 10 mmol of phthalan (isocoumaran), 1 mmol of N-hydroxyphthalimide (NHPI), and 5 ml of acetonitrile was stirred at 60° C. under a nitrogen monoxide atmosphere (1 atm) for 6 hours. Gas chromatographic analysis of products in the reaction mixture revealed that phthalan was converted, at a rate of 90%, into phthalaldehyde (yield: 80%), and phthalide (1-phthalanone) (yield: 7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06201156B1
Source datasetuspto-grants-2001_03
ORD IDord-04915df794fa4210b0f43794149e6178
Source noteuspto-grants-2001_03