Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427595Generated: November 1, 2026

Ethyl Acetate → HCID 57949695, compound

https://huagongshe.com/reaction/2427595

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 2-(bromomethyl)benzoateHCID 2734813—
ReactantHCID 53434390HCID 53434390—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
ProductHCID 57949695HCID 5794969546%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-bromomethyl-benzoic acid methyl ester (0.23 g, 1.0 mmol), 3-(3-trifluoromethoxy-phenyl)-propylamine (0.219 g, 1.0 mmol), and K2CO3 (0.25 g, 1.8 mmol) in toluene (10 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-[3-(3-trifluoromethoxy-phenyl)-propyl]-2,3-dihydro-isoindol-1-one (0.153 g, 46%). 1H NMR (300 MHz, CDCl3): δ (ppm) 2.02 (m, 2H), 2.72 (t, 2H), 3.69 (t, 2H), 4.36 (s, 2H), 7.02-7.56 (m, 7H), 7.84 (d, 1H). GC-MS: m/z 335 (M)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968570B2
Source datasetuspto-grants-2011_06
ORD IDord-74a87fc5b7894f4aa6f1eefa4803f01c
Source noteuspto-grants-2011_06