Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 915668Generated: November 1, 2026

HCID 12748355, compound → 2-(2-Phenyloxazol-5-ylmethyl)isoindole-1,3-dione

https://huagongshe.com/reaction/915668

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 12748355HCID 12748355—
ReactantPhthalimide potassium saltHCID 24194345—
SolventDimethylformamideHCID 6228—
Product2-(2-Phenyloxazol-5-ylmethyl)isoindole-1,3-dioneHCID 6912957799.8%

Reaction Steps

Dissolve 5-bromomethyl-2-phenyloxazole (1.17 g, 4.94 mmol) in dimethylformamide (15 mL) and add dropwise to a solution of potassium phthalimide (1.1 g, 5.93 mmol) in dimethylformamide (15 mL). Stir the reaction under nitrogen at room temperature overnight, concentrate to remove dimethylformamide, dissolve in ethyl acetate (75 mL), wash with saturated Na2CO3 (50 mL), and brine (75 mL). Dry the organic phase (Na2SO4), filter, and concentrate. Perform flash chromatography on silica gel eluting with 4:1 to 1:1 Hex/ethyl acetate to afford 1.5 g of 2-(2-phenyloxazol-5-ylmethyl)isoindole-1,3-dione as an off-white solid. MS: m/e=305 (MH+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07265246B2
Source datasetuspto-grants-2007_09
ORD IDord-ead33618bae447eba2633c79213d5575
Source noteuspto-grants-2007_09