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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427630Generated: November 1, 2026

Ethyl Acetate → HCID 11661991, compound

https://huagongshe.com/reaction/2427630

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(Trifluoromethoxy)benzylamineHCID 571846—
ReactantMethyl 2-(bromomethyl)-6-iodobenzoateHCID 11268261—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
ProductHCID 11661991HCID 1166199131.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-bromomethyl-6-iodo-benzoic acid methyl ester (0.245 g, 0.7 mmol), 4-trifluoromethoxy-benzylamine (0.122 mL, 0.8 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-iodo-2-(4-trifluoromethoxy-benzyl)-2,3-dihydro-isoindol-1-one (0.095 g, 31%). 1H NMR (300 MHz, CDCl3): δ (ppm) 4.21 (s, 2H), 4.82 (s, 2H), 6.84 (d, 2H), 7.14-7.40 (m, 4H), 7.92 (d, 1H). GC-MS: m/z 433 (M)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968570B2
Source datasetuspto-grants-2011_06
ORD IDord-fc83b5c42d324621a0d72337db733479
Source noteuspto-grants-2011_06