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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1912028Generated: October 25, 2026

Phthaloyl chloride → 2-Bromo-4,5-dimethoxyl-(2-phthalimidoethyl)benzene

https://huagongshe.com/reaction/1912028

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthaloyl chlorideHCID 6955—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Br-4,5-DMPEAHCID 820370—
SolventAcetonitrileHCID 6342—
Product2-Bromo-4,5-dimethoxyl-(2-phthalimidoethyl)benzeneHCID 5061742—

Reaction Steps

2-Bromo-4,5-dimethoxylbenzeneethanamine (3.5 g 13.2 mmol) was dissolved and stirred in 50 mL dry acetonitrile. 2.14 mL (1.1 equiv) phthaloyl dichloride and 7 mL (3 equiv) Hünig's base were added. The mixture was stirred at room temperature overnight. Acetonitrile was then removed, and the remaining product was taken up in dichloromethane and washed with basic water (pH=11). The aqueous wash was extracted with dichloromethane 3×15 mL. The organic fractions were combined and dried over sodium sulfate. Solvent was removed to give the crude product, which was then purified by column chromatography. Calculated yield: 1.8 g (34%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604213B2
Source datasetuspto-grants-2013_12
ORD IDord-369d582e22da432ab653738091fac756
Source noteuspto-grants-2013_12