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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427589Generated: November 4, 2026

Ethyl Acetate → HCID 57949603, compound

https://huagongshe.com/reaction/2427589

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 2-(bromomethyl)benzoateHCID 2734813—
Reactant3-(4-Chlorophenyl)propan-1-amineHCID 6485772—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
ProductHCID 57949603HCID 5794960323%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-bromomethyl-benzoic acid methyl ester (0.115 g, 0.5 mmol), 3-(4-chloro-phenyl)-propylamine (0.102 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-[3-(4-chloro-phenyl)-propyl]-2,3-dihydro-isoindol-1-one (0.031 g, 23%). 1H NMR (300 MHz, CDCl3): δ (ppm) 1.96 (m, 2H), 2.69 (t, 2H), 3.64 (t, 2H), 4.36 (s, 2H), 7.14-7.58 (m, 7H), 7.84 (d, 1H). GC-MS: m/z 285 (M)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968570B2
Source datasetuspto-grants-2011_06
ORD IDord-4cb4041b23724f6c9b450fb016aa4d6c
Source noteuspto-grants-2011_06