Hydrochloric Acid → HCID 54589775, compound

Participants

Reaction Steps

To a solution in which the 3,4,5-tris(2-(2-(2-azidoethoxy)ethoxy)ethoxy)benzoate (2.18 g, 3.32 mmol) of Chemical Formula 11 was dissolved in THF, water-soluble LiOH (1 M) (9.96 mL, 9.96 mmol) was added at room temperature, and the mixture was heated under reflux for 4 hours. The post-reaction mixture was cooled to room temperature, and was acidified to pH 4 by adding 0.1 N HCl. This mixture was partitioned to distilled water (40 mL) and ethyl acetate (100 mL), the organic layer was separated, washed with saturated salted water (15 mL), dried with anhydrous sodium sulfate, then filtered, and the resulting filtrate was vacuum distilled to give 3,4,5-tris(2-(2-(2-azidoethoxy)ethoxy)ethoxy)benzoic acid (2.90 g, 98%). 1H NMR (500 MHz, CDCl3) δ 7.35 (s, 2H), 4.18-4.29 (m, 6H), 3.81-3.88 (m, 6H), 3.73 (m, 6H), 3.65-3.68 (m, 12H), 3.38 (m, 6H); 13C NMR (125 MHz, CDCl3) δ 170.9, 152.4, 143.3, 124.0, 109.6, 72.5, 70.9 (3), 70.8 (3), 70.6, 70.1 (3), 69.8 (2), 68.9 (2), 50.7 (3).

Provenance & Evidence