Methyl 4-((1-benzyl-1H-1,2,3-triazol-5-yl)oxy)butanoate → methyl 4-(2H-triazol-4-yloxy)butanoate

Participants

Reaction Steps

Add 5 drops of concentrated hydrochloric acid to a heterogeneous solution of methyl 4-[(1-benzyl-1H-1,2,3-triazol-5-yl)oxy]butanoate (0.50 g; 1.0 equiv; 1.82 mmoles) and 10% palladium on carbon (0.05 g; 0.025 equiv; 0.047 mmoles) in ethanol (7 mL). Evacuate and backfill with nitrogen (3×) then hydrogen (3×), and vigorously stir the reaction mixture for 16 hours under 50 psi hydrogen. Filter the contents and concentrate the filtrate to afford methyl 4-(2H-triazol-4-yloxy)butanoate (0.335 g; 99%). MS (m/z): 184(M−1).

Provenance & Evidence