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ChemicalBook CAS DataBase List 1-BENZYLPYRROLE

1-BENZYLPYRROLE synthesis

14synthesis methods
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Yield: 91%

Reaction Conditions:

with copper(II) ferrite;caesium carbonate in dimethyl sulfoxide at 100; for 7 h;Inert atmosphere;Reagent/catalyst;Solvent;Temperature;

Steps:

Representative experimental procedure for the synthesis of N-substituted pyrroles:
General procedure: To astirred solution of: Aryl iodide (1.0 mmol), trans-4-Hydroxy-L-proline (1.5 mmol), nano CuFe2O4 (0.01 mmol), base (2 equiv), solvent (3.0 mL), 20h, 100 oC. The progress of the reaction was monitored by TLC. After the reaction was complete CuFe2O4 nano were placed on the bottom of the flask by a neodymium magnet, and the supernatant solution was removed. The crude residue was extracted with ethyl acetate (3 x 10 mL). The combined organic layers were extracted with water, saturated brine solution, and dried over anhydrous Na2SO4.The organic layers were evaporated under reduced pressure and the resulting crude product was purified by column chromatography to give the corresponding N-substituted pyrrole in excellent yields. The identity and purity of the product were confirmed by 1H,13C NMR, and mass spectra.

References:

Satish;Reddy, K. Harsha Vardhan;Ramesh;Kumar, B.S.P. Anil;Nageswar [Tetrahedron Letters,2014,vol. 55,# 16,p. 2596 - 2599] Location in patent:supporting information

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