Lithium Bromide → (+/-)-1-Hexadecylthio-2-ethoxy-3-bromopropane

Participants

Reaction Steps

This compound was prepared in an analogous manner to that (±)-1-hexadecylthio-2-methoxy-3-bromopropane with 6.0 grams (0.014 mole) of (±)-1-S-hexadecyl-2-O-ethyl-3-O-mesylthioglycerol and 20.0 grams (0.07 mole) of lithium bromide. Silica gel column chromatography as before gave 5.5 grams (93%) of product as an oil. 1H-NMR (CDCl3): delta, 0.87(t, 3H, terminal methyl), 1.2-1.6[m, 31H, (CH2)14, CH3 --CH2 --O], 2.58(m, 2H, S--CH2), 2.62(m, 2H, CH--CH2 --S), 3.3-3.5(m, 5H, CH, CH3 --CH2 --O, CH2 --Br).

Provenance & Evidence