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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427623Generated: November 1, 2026

Ethyl Acetate → HCID 57949425, compound

https://huagongshe.com/reaction/2427623

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant3-MethoxybenzylamineHCID 21156—
ReactantMethyl 2-(bromomethyl)-6-iodobenzoateHCID 11268261—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
ProductHCID 57949425HCID 5794942527.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-bromomethyl-6-iodo-benzoic acid methyl ester (0.107 g, 0.3 mmol), 3-methoxy-benzylamine (0.052 mL, 0.4 mmol), and K2CO3 (0.138 g, 1.0 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-methoxy-benzyl)-2,3-dihydro-isoindol-1-one (0.031 g, 27%). 1H NMR (300 MHz, CDCl3): δ (ppm) 3.78 (s, 3H), 4.16 (s, 2H), 4.74 (s, 2H), 6.79 (m, 3H), 7.14-7.38 (m, 3H), 7.91 (d, 1H). GC-MS: m/z 379 (M)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968570B2
Source datasetuspto-grants-2011_06
ORD IDord-fb63620dd7f74cf188e13d6b462002aa
Source noteuspto-grants-2011_06