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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427616Generated: November 1, 2026

Ethyl Acetate → HCID 57949765, compound

https://huagongshe.com/reaction/2427616

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant4-FluorobenzylamineHCID 67326—
ReactantMethyl 2-(bromomethyl)-6-iodobenzoateHCID 11268261—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
ProductHCID 57949765HCID 5794976540%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-bromomethyl-6-iodo-benzoic acid methyl ester (0.200 g, 0.56 mmol), 4-fluoro-benzylamine (0.7 mmol), and IC2CO3 (0.166 g, 1.2 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 2-(4-fluoro-benzyl)-7-iodo-2,3-dihydro-isoindol-1-one (0.082 g, 40%). 1H NMR (300 MHz, CDCl3): δ (ppm) 4.16 (s, 2H), 4.75 (s, 2H), 7.01 (t, 2H), 7.28-7.40 (m, 4H), 7.89 (d, 1H). GC-MS: m/z 367 (M)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968570B2
Source datasetuspto-grants-2011_06
ORD IDord-581b39d91bb64c1781012f4a1eddb8bd
Source noteuspto-grants-2011_06