Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427555Generated: November 2, 2026

Ethyl Acetate → HCID 57949437, compound

https://huagongshe.com/reaction/2427555

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 2-(bromomethyl)benzoateHCID 2734813—
Reactant3-(4-Fluorophenyl)propan-1-amineHCID 6483796—
SolventTolueneHCID 1140—
ProductHCID 57949437HCID 5794943780.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 3-(4-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-(4-fluorophenyl)-propyl]-2,3-dihydroisoindol-1-one (432 mg, 80%). GC/MS gave: m/z (rel.int.) 269 (M+, 32), 147 (100), 146 (76), 119 (43), 109 (30) and 91 (39).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968570B2
Source datasetuspto-grants-2011_06
ORD IDord-a0d4c7e0b9b3446998353fe826807c98
Source noteuspto-grants-2011_06