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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427533Generated: November 3, 2026

Water → HCID 57949631, compound

https://huagongshe.com/reaction/2427533

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantp-Xylyl bromideHCID 7721—
ReactantCesium carbonateHCID 10796—
Reactant5-bromo-2,3-dihydro-1H-isoindol-1-oneHCID 22607119—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 57949631HCID 5794963179.1%

Reaction Steps

5-Bromo-2,3-dihydro-isoindol-1-one (1.0 g, 4.72 mmol), 1-bromomethyl-4-methyl-benzene (1.14 g, 6.14 mmol) and cesium carbonate (3.08 g, 9.44 mmol) were suspended in anhydrous NMP (10 mL). The mixture was immersed in a 60° C. oil bath for 16.5 hours. The cooled reaction mixture was poured into water and extracted with ethyl acetate. The organic phase was washed with water and brine, dried over magnesium sulfate, filtered and concentrated. Column chromatography (20% to 40% ethyl acetate/hexanes) provided the title compound as a yellow solid (1.18 g, 79%). 1H NMR CDCl3: 7.76 (d, 1H), 7.62 (d, 1H), 7.55 (s, 1H), 4.76 (s, 2H), 4.24 (s, 2H), 2.35 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968570B2
Source datasetuspto-grants-2011_06
ORD IDord-b122c51bb8004871a36e9d54b42d6ccf
Source noteuspto-grants-2011_06