Carbon Dioxide → HCID 59712425, compound

Participants

Reaction Steps

To a solution of 0.020 g of methyl 2-[3-(ammoniomethyl)benzyl]tetrahydro-2-furancarboxylate chloride in 0.5 ml of N,N-dimethylformamide were added 0.064 g of cesium carbonate and 0.046 g of tetrabutylammonium iodide, and dry ice was added thereto little by little over 30 minutes with stirring. 30 μl of 4-trifluoromethylbenzyl bromide was added, and the mixture was stirred for a further 4 hours while adding dry ice. 2 ml of ethyl acetate and 2 ml of water were added, and the organic layer was concentrated. The residue was dissolved in 0.5 ml of ethanol, 0.1 ml of a 5N solution of sodium hydroxide was added, and the mixture was stirred for 14 hours. The reaction mixture was concentrated, and 1 ml of ethyl acetate, 1 ml of water and 0.2 ml of 5N hydrochloric acid were added. The organic layer was concentrated, and the residue was purified by HPLC, to give 0.003 g of the title compound as a white solid.

Provenance & Evidence