Industrial & Engineering Chemistry Research, Vol.47, No.21, 8090-8094, 2008
Synthesis of beta-Bromo Glycerol Monoethers from alpha-Olefins
alpha-Olefins (1-decene (1), 1-dodecene (2). 1-tetradecene (3), 1-hexadecene (4), and I-octadecene (5)), when reacted with N-bromosuccinimide (NBS (6)) and solketal (7) at 60 degrees'C, followed by deprotection with 10% HCI, are converted into chromatographically inseparable isomeric mixtures of beta-bromo monoethers of glycerol: 3-(2-bromoalkyloxy)propane-1,2-diol (13a-17a)/3-(1-bromoalkane-2-yloxy)propane-1,2-diol (13b-17b).