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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2186045Generated: October 31, 2026

Methyl 4-(bromomethyl)-3-chlorobenzoate → Methyl 3-chloro-4-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl]benzoate

https://huagongshe.com/reaction/2186045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-(bromomethyl)-3-chlorobenzoateHCID 22027761—
ReactantPhthalimide potassium saltHCID 24194345—
SolventDimethylformamideHCID 6228—
ProductMethyl 3-chloro-4-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl]benzoateHCID 22451715—

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of methyl 4-bromomethyl-3-chlorobenzoate 10 g, 38 mmol) and potassium phthalimide (9.85 g, 53 mmol) in dimethylformamide (65 mL) was stirred and heated to 85° C. for 2 h. The hot mixture was poured into ice water and the resulting solid was filtered, washed sequentially with water, ethanol and a small amount of ether and dried to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06403578B1
Source datasetuspto-grants-2002_06
ORD IDord-e1b64eb5c6974cd9b8f96fea8b134ce1
Source noteuspto-grants-2002_06