Hydrochloric Acid → HCID 57667811, compound

Participants

Reaction Steps

To a suspension of acetic acid 17 mL, water 17 mL and hydrochloric acid 2.1 mL of 2-amino-4-phenethylbenzoic acid 1.7 g, was added water 3.0 mL solution of sodium nitrite 0.58 g at 4° C., and it was stirred at same temperature for 15 minutes. The reaction mixture was added to water 20 mL solution of potassium iodide 2.3 g at 4° C., and it was stirred at room temperature for 30 minutes. The solvent was removed under reduced pressure, and ethyl acetate was added to it. The organic layer was separated and collected, dried over anhydrous magnesium sulfate after sequential washing with 5% sodium thiosulfate aqueous solution and saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure. The obtained residue was refined by silica gel column chromatography [Fuji SILYSIA Chemical Ltd., PSQ100B(spherical type), eluent; hexane:ethyl acetate:acetic acid=66:33:1] to give 2-iodo-4-phenethylbenzoic acid 1.5 g of yellow solid.

Provenance & Evidence