1,4-Dioxane hydrochloride → HCID 178478857, compound

Participants

Reaction Steps

To a mixture of 2-4 (52 g, 151.88 mmol) in 1000 mL of 1:1 AcOH/MeOH was added 20 g 10% Pd/C. The reaction mixture was stirred under 1 atm H2 for 20 hours. The mixture was filtered through a celite pad, concentrated, and then azeotroped with dioxane to give tan oil. The semisolid or thick oil was suspended in 200 mL dioxane and 200 mL 4.0 M HCl/dioxane was added to produce a tan suspension. The solid was collected, washed with dioxane (200 mL) and dried in vacuo to give 2-5 as a tan solid. 1H NMR (500 MHz, CD3OD) 8.75 (d, 1H, J=8 Hz), 8367 (d, 1H, J=6 Hz), 7.85 (m, 1H), 4.88 (s, 2H). HRMS (ES, M+1) calc'd 149.0822. found 149.0812.

Provenance & Evidence