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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427614Generated: November 2, 2026

Ethyl Acetate → HCID 11552575, compound

https://huagongshe.com/reaction/2427614

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant3-PhenylpropylamineHCID 16259—
ReactantMethyl 2-(bromomethyl)-6-iodobenzoateHCID 11268261—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
ProductHCID 11552575HCID 1155257548%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-bromomethyl-6-iodo-benzoic acid methyl ester (0.107 g, 0.3 mmol), 3-phenyl-propylamine (0.071 mL, 0.5 mmol), and K2CO3 (0.138 g, 1 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-iodo-2-(3-phenyl-propyl)-2,3-dihydro-isoindol-1-one (0.054 g, 48%). 1H NMR (300 MHz, CDCl3): δ (ppm) 2.01 (m, 2H), 2.72 (t, 2H), 3.66 (t, 2H), 4.25 (s, 2H), 7.14-7.42 (m, 7H), 7.90 (d, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968570B2
Source datasetuspto-grants-2011_06
ORD IDord-6be191472e5446b4815841c97e18edca
Source noteuspto-grants-2011_06