Thionyl Chloride → HCID 14580383, compound

Participants

Reaction Steps

The above compound was prepared by a literature procedure [V. M. Rothe and K. Gehrke, Makromol Chem. 83, 1 (1965)] as follows: To 6-azidohexanoic acid (7.5 g, 47.7 mmol) previously cooled to 0° C. was added 10 ml (16.3 g, 137 mmol) of thionyl chloride and the solution was stirred in cold until the evolution of gas had subsided (5-10 min) and then refluxed for 1 h. The reaction mixture was evaporated and the residue distilled to give 5.5 g (65.6%) of title compound bp 110°-111° C./12 Tor (lit. bp 73°-75° C./0.1 torr); ir (neat) νmax : 2097 (N3), 1795 cm-1 (C=O); 1Hmr (CDCl3) δ: 1.1-2.0 (m, 6H, 3CH2), 2.9 (m, 2H, CH2CO), 3.27 (m, 2H, CH2N 3).

Provenance & Evidence