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ChemicalBook CAS DataBase List ETHYL IMIDAZOLE-2-CARBOXYLATE
33543-78-1

ETHYL IMIDAZOLE-2-CARBOXYLATE synthesis

3synthesis methods
-

Yield:33543-78-1 76 %

Reaction Conditions:

Stage #1: 1H-imidazole;carbon dioxidewith potassium tert-butylate;caesium carbonate in 1,2-dimethoxyethane at 120; under 76.0051 Torr;Sealed tube;
Stage #2: ethyl iodide in N,N-dimethyl-formamide at 50;regioselective reaction;Time;Temperature;Solvent;Reagent/catalyst;

Steps:

Procedure for carboxylation reaction

General procedure: To 10 mL sealed Schlenk tube ventilated with CO2 added substrate (0.50 mmol), t-Bu0K (0.60 mmol), Cs2CO3(0.60 mmol) and DMF (3.0 mL). The mixture was stirred for 18 h at 120 °C under 0.10 MPa carbon dioxideatmosphere. After the mixture was cooled to 50 °C, Iodoethane (3.0 equiv.) was added to the mixture. and the reactionmixture was stirred at 50 °C for 2 h. at ambient temperature, the product was extracted with CH2Cl2 (5×5 mL) andwashed with saturated NaCl aqueous solution (5×5 mL). The organic phase was dried by Na2SO4, then concentratedby distillation and purified by column chromatography.

References:

Zhang, Chengyan;Chen, Yanjiao;Wang, Yaya;Peng, Xinhua [Synthesis,2022] Location in patent:supporting information

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