Hydrogen Bromide → 10-Bromo-9-oxodecyl acetate

Participants

Reaction Steps

9-Acetoxynonanoyl chloride (4.0 g, 17 mmol) was slowly added to a solution of diazomethane (40 mmol) in ether (100 ml) at 0° C. After 1 h at 0° C. concentrated hydrobromic acid (20 ml) was added. After 1 h at 20° C. the ether was separated, dried (MgSO4), and evaporated under reduced pressure to give 10-bromo-9-oxodecyl acetate as a yellow oil (4.4 g 88%); δH (CDCl3) 4.0 (2H, t, O), 3.8 (2H, s, CH2Br), 2.6 (2H, t, CH2CO), 2.0 (3H, s, OAC), 1.1-1.8 (12H, m, (CH2)6).

Provenance & Evidence