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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2111992Generated: October 26, 2026

Potassium Carbonate → Methyl 2-[(4-{2-[benzyl(hexyl)amino]-2-oxoethyl}-2-methoxyphenoxy)methyl]benzoate

https://huagongshe.com/reaction/2111992

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 2-(bromomethyl)benzoateHCID 2734813—
ReactantN-Benzyl-N-hexyl-2-(4-hydroxy-3-methoxyphenyl)acetamideHCID 68872097—
SolventAcetonitrileHCID 6342—
ProductMethyl 2-[(4-{2-[benzyl(hexyl)amino]-2-oxoethyl}-2-methoxyphenoxy)methyl]benzoateHCID 6887022986%

Reaction Steps

N-Benzyl-N-hexyl-2-(4-hydroxy-3-methoxyphenyl)acetamide (84 mg, 0.236 mmol), 2-bromomethylbenzoic acid methyl ester (57 mg, 0.248 mmol) and potassium carbonate anhydrous (49 mg, 0.355 mmol) were mixed in acetonitrile (5 ml). The mixture was heated to reflux overnight and then evaporated to dry. Ethyl acetate and water were added and the two phases were separated. The organic phase was washed with brine and dried (magnesium sulphate) and evaporated. Chromatography of the residue on a column (ISOLUTE® SI, 2 g/6 ml) using DCM, MeOH/DCM (0.5:99.5) as eluant gave 102 mg the desired product yield 86%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07521461B2
Source datasetuspto-grants-2009_04
ORD IDord-be953b7e4db6404abc396560a2f614ad
Source noteuspto-grants-2009_04