3-Furancarboxylic acid, 5-[(ethylamino)methyl]-, ethyl ester synthesis

Yield:1211570-72-7 100%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in methanol;ethanol; under 3800.26 Torr; for 3 h;Inert atmosphere of N₂;

Steps:

Ethyl 5-formylfuran-3-carboxylate (250 mg, 1.49 mmol) was dissolved in EtOH (3 mL) and 2 M ethylamine in MeOH (7.5 mL, 15 mmol) was added followed by 10% Pd/C (20 mg, cat). The reaction vessel was purge-filled with nitrogen (3 cycles), then with hydrogen (3 cycles). 5 atmospheres pressure of hydrogen was maintained for 3 h with stirring. The reaction mixture was filtered through Celite. The filter cake was washed with MeOH and the combined organic extracts were concentrated in vacuo. No further purification was required. Yield: 293 mg, 100 %.

References:

WO2010/20556,2010,A1 Location in patent:Page/Page column 111