Oxalyl chloride → HCID 20505480, compound

Participants

Reaction Steps

3-Azidopentanoic acid (1.72 g, 12.2 mmol) was dissolved in oxalyl chloride (1.49 ml, 2.22 g, 17.5 mmol) and to this stirring solution was added one drop of DMF. The mixture was stirred at room temperature for 30 min and heated at 80° C. for 40 min. The residue was distilled under vacuum, bp 33° C. (0.1 mm), to give a colorless oil (936 mg, 48.2%); ir (neat) νmax : 2100 (N3), and 1795 cm-1 (C=O of acid chloride); 1Hmr (CDCl3) δ: 1.03 (3H, t), 1.60 (2H, m), 3.03 (2H, d) and 3.80 ppm (H, m). Anal. calcd for C5H8N3Cl: C 37.16, H 4.99; found: C 37.40, H 4.92.

Provenance & Evidence