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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 415174Generated: October 29, 2026

Ethyl Acetate → Methyl 4-(((benzyloxycarbonyl)(methyl)amino)methyl)benzoate

https://huagongshe.com/reaction/415174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantBenzyl chloroformateHCID 10387—
ReactantSodium BicarbonateHCID 516892—
ReactantMethyl 4-[(methylamino)methyl]benzoateHCID 11194668—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 4-(((benzyloxycarbonyl)(methyl)amino)methyl)benzoateHCID 6662145953.5%

Reaction Steps

Methyl 4-((methylamino)methyl)benzoate was dissolved in the mixed solution of THF (12 mL) and water (12 mL), then benzyl carbonochloridate (2.57 g, 15.0 mmol) was dropped into it. To the mixture sodium bicarbonate (1.7 g, 20.5 mmol) was added and the mixture was stirred at room temperature overnight. The mixture was poured into ethyl acetate (50 mL×3) and the organic layer was washed with saturated sodium bicarbonate solution, dried with anhydrous sodium sulfate and condensed to get methyl 4-(((benzyloxycarbonyl)(methyl)amino)methyl)benzoate (2.3 g, 53.5%), LC-MS (ESI) m/z 314 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088760B2
Source datasetuspto-grants-2012_01
ORD IDord-c9fb1985447b494fa67939d1be3e1ff2
Source noteuspto-grants-2012_01