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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427586Generated: November 1, 2026

Ethyl Acetate → HCID 57949369, compound

https://huagongshe.com/reaction/2427586

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant4-PhenylbenzylamineHCID 344989—
ReactantMethyl 2-(bromomethyl)benzoateHCID 2734813—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
ProductHCID 57949369HCID 5794936953%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-bromomethyl-benzoic acid methyl ester (0.115 g, 0.5 mmol), C-biphenyl-4-yl-methylamine (0.110 g, 0.6 mmol), and K2CO3 (0.207 g, 1.5 mmol) in toluene (3 mL) was heated with stirring at 100° C. for 2 h. Workup and silica gel column chromatography using 30% ethyl acetate in hexane afforded 2-biphenyl-4-ylmethyl-2,3-dihydro-isoindol-1-one (0.079 g, 53%). 1H NMR (300 MHz, CDCl3): δ (ppm) 4.26 (s, 2H), 4.84 (s, 2H), 7.32-7.56 (m, 12H), 7.89 (d, 1H). GC-MS: m/z 299 (M)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968570B2
Source datasetuspto-grants-2011_06
ORD IDord-82ca898418b345299158e3ae72f9ed48
Source noteuspto-grants-2011_06