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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427599Generated: November 2, 2026

Ethyl Acetate → HCID 57455231, compound

https://huagongshe.com/reaction/2427599

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 2-(bromomethyl)benzoateHCID 2734813—
ReactantHCID 3809622HCID 3809622—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
ProductHCID 57455231HCID 5745523160.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-bromomethyl-benzoic acid methyl ester (0.115 g, 0.5 mmol), 4-(4-trifluoromethyl-phenoxy)-benzylamine (0.133 g, 0.5 mmol), and K2CO3 (0.235 g, 1.7 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-(4-trifluoromethyl-phenoxy)-benzyl]-2,3-dihydro-isoindol-1-one (0.116 g, 60%). 1H NMR (300 MHz, CDCl3): δ (ppm) 4.32 (s, 2H), 4.81 (s, 2H) 7.01-7.56 (m, 1H), 7.91 (d, 1H). GC-MS: m/z 383 (M)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968570B2
Source datasetuspto-grants-2011_06
ORD IDord-36cc2834ee4d48e288f925495f858b3c
Source noteuspto-grants-2011_06