Pyridine → HCID 22902160, compound

Participants

Reaction Steps

This intermediate was prepared in a manner analogous to that of 2-bromoethyl octanoate from 3-bromo-1-propanol (2.53 g, 18 mmol), hexadecanoyl chloride (6.25 g, 22.5 mmol), and pyridine (4 mL) in benzene (50 mL). Silica gel chromatography using chloroform/methanol (9:1) yielded 5.7 g pure product. Yield 69%; liquid; 1H NMR (CDCl3) 0.85-0.95 (t, CH3 (CH2)12), 1.20-1.40 (m, CH3 (CH2)12), 1.55-1.70 (m, CH2 CH2 CO), 2.13-2.23 (m, O CH2 CH2 CH2 Br), 2.28-2.38 (t, CH2 CH2 CO), 3.45-3.50 (t, O CH2 CH2 CH2 Br), 4.35-4.40 (t, O CH2 CH2 CH2 Br).

Provenance & Evidence