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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427554Generated: October 30, 2026

Ethyl Acetate → HCID 57949381, compound

https://huagongshe.com/reaction/2427554

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 2-(bromomethyl)benzoateHCID 2734813—
Reactant3-(3-Fluorophenyl)propan-1-amineHCID 22669080—
SolventTolueneHCID 1140—
ProductHCID 57949381HCID 5794938173%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 3-(3-fluorophenyl)-propylamine (306 mg, 2 mmol), 2-bromomethyl-benzoic acid methyl ester (458 mg, 2 mmol), and K2CO3 (200 mg, 1.45 mmol) in toluene (10 mL) was heated with stirring at 100° C. for 16 h. Workup and silica gel column chromatography using a gradient of hexanes to 50% ethyl acetate in hexanes afforded 2-[3-(3-fluorophenyl)-propyl]-2,3-dihydroisoindol-1-one (391 mg, 73%). GC/MS gave: m/z (rel.int.) 269 (M+, 32), 147 (100), 146 (100), 119 (37), 109 (26) and 91 (45).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968570B2
Source datasetuspto-grants-2011_06
ORD IDord-3347382755ed4e37a39e65a278ca420f
Source noteuspto-grants-2011_06