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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427607Generated: October 29, 2026

Ethyl Acetate → HCID 57949766, compound

https://huagongshe.com/reaction/2427607

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant4-MethylbenzylamineHCID 66035—
ReactantMethyl 2-(bromomethyl)-6-chlorobenzoateHCID 22935208—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
ProductHCID 57949766HCID 5794976644.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-bromomethyl-6-chloro-benzoic acid methyl ester (0.132 g, 0.5 mmol,), 4-methyl benzylamine (0.102 mL, 0.8 mmol), and K2CO3 (0.276 g, 2.0 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-chloro-2-(4-methyl-benzyl) 2,3-dihydro-isoindol-1-one (0.06 g, 34%). 1H NMR (300 MHz, CDCl3): δ (ppm) 4.22 (s, 2H), 4.78 (s, 2H), 7.12-7.46 (m, 7H). GC-MS: m/z 271 (M)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968570B2
Source datasetuspto-grants-2011_06
ORD IDord-ac1c0b795d554554ba47f078b47490f1
Source noteuspto-grants-2011_06