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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1670813Generated: October 29, 2026

Dimethylformamide → 2-(2,6-Dichloro-4-methoxy-benzyl)-isoindole-1,3-dione

https://huagongshe.com/reaction/1670813

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhthalimide potassium saltHCID 24194345—
Reactant2-(Bromomethyl)-1,3-dichloro-5-methoxybenzeneHCID 59299479—
SolventEthyl AcetateHCID 8857—
Product2-(2,6-Dichloro-4-methoxy-benzyl)-isoindole-1,3-dioneHCID 6735364182%

Reaction Steps

Stir a mixture of potassium phthalimide (1.85 g, 10 mmol), 2-bromomethyl-1,3-dichloro-5-methoxy-benzene (2.68 g, 10 mmol) and DMF (20 mL) at 50° C. for 12 hours. Cool the reaction and dilute with ethyl acetate (60 mL) and wash with water three times and brine one time. After drying the organic layer over sodium sulfate, filter and concentrate under vacuum. Purify the residue by silica gel chromatography with 1:3 ethyl acetate/hexane to afford 2.74 g (82%) of the title compound. MS (m/z): 336 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07994176B2
Source datasetuspto-grants-2011_08
ORD IDord-584d755da8214bef87822affbb88cd81
Source noteuspto-grants-2011_08