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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427593Generated: October 31, 2026

Ethyl Acetate → HCID 57949605, compound

https://huagongshe.com/reaction/2427593

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 2-(bromomethyl)benzoateHCID 2734813—
Reactant3-[3-(Trifluoromethyl)phenyl]propan-1-amineHCID 19797640—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
ProductHCID 57949605HCID 5794960549%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-bromomethyl-benzoic acid methyl ester (1.13 g, 4.9 mmol), 3-(3-trifluoromethyl-phenyl)-propylamine (1 g, 4.9 mmol), and K2CO3 (1.13 g, 8.17 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-trifluoromethyl-phenyl)-propyl]-2,3-dihydro-isoindol-1-one (0.658 g, 49%). 1H NMR (300 MHz, CDCl3): δ (ppm) 2.02 (m, 2H), 2.76 (t, 2H), 3.69 (t, 2H), 4.36 (s, 2H), 7.36-7.56 (m, 7H), 7.84 (d, 1H). GC-MS: m/z 319 (M)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968570B2
Source datasetuspto-grants-2011_06
ORD IDord-f344ffaf1b694fd7b60dda69df77f0e0
Source noteuspto-grants-2011_06