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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1850412Generated: November 2, 2026

Water → 2-[(2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-2-yl)methyl]-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/1850412

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
Reactant2-(Iodomethyl)-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuranHCID 15268305—
ReactantPhthalimide potassium saltHCID 24194345—
SolventEthyl AcetateHCID 8857—
Product2-[(2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-2-yl)methyl]-1H-isoindole-1,3(2H)-dioneHCID 6675962369%

Reaction Conditions

Temperature140 °C

Reaction Steps

Potassium phthalimide (702 mg, 3.79 mmol) was added to a solution of DMF (10 mL) containing 2-(iodomethyl)-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran (1.00 g, 3.16 mmol) synthesized in Reference Example 126, and the mixture was stirred at 140° C. for 15 hours. After that, the reaction solution was cooled to room temperature, and water and ethyl acetate were added thereto to separate an organic layer. The organic layer was washed with water and saturated saline, and dried using anhydrous magnesium sulfate, followed by concentration under reduced pressure. The residue was purified by silica gel chromatography (hexane-ethyl acetate 95:5-75:25) to give 730 mg of the title compound (yield: 69%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957069B2
Source datasetuspto-grants-2015_02
ORD IDord-aec158f8674a426db0a32a2f6a8ab0ac
Source noteuspto-grants-2015_02