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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427609Generated: November 2, 2026

Ethyl Acetate → HCID 57949594, compound

https://huagongshe.com/reaction/2427609

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant3-PhenylpropylamineHCID 16259—
ReactantMethyl 2-(bromomethyl)-6-chlorobenzoateHCID 22935208—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
ProductHCID 57949594HCID 5794959484%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-bromomethyl-6-chloro-benzoic acid methyl ester (0.132 g, 0.5 mmol), 3-phenyl-propylamine (0.081 mL, 0.6 mmol), and K2CO3 (0.207 g, 1.5 mmol) in toluene (5 mL) was heated with stirring at 100° C. for 2 h. Workup and silica gel column chromatography using 30% ethyl acetate in hexane afforded 7-chloro-2-(3-phenyl-propyl)-2,3-dihydro-isoindol-1-one (0.120 g, 84%). 1H NMR (300 MHz, CDCl3): δ (ppm) 2.01 (m, 2H), 2.68 (t, 2H), 3.66 (t, 2H), 4.28 (s, 2H), 7.14-7.44 (m, 8H). GC-MS: m/z 285 (M)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968570B2
Source datasetuspto-grants-2011_06
ORD IDord-06d2574b4d6f4187a995db00ef6fb1c0
Source noteuspto-grants-2011_06