Heptane → 2-(2-Vinylbenzyloxy-1-methylethyl)-2-oxazoline

Participants

Reaction Steps

In a three-neck round bottom flask, 45 g VBC (0.29 mole), 45 g HMEO (0.35 mole), 10 g heptane, and 4 g (t-Bu)4NHSO4 in 100 g THF solvent are added together as organic layers. 70 g NaOH aqueous solution prepared by dissolving 50 wt % of NaOH in H2O saturated with NaCl is added as the aqueous layer. The reaction is carried out at 35°-45° C. for 4 hours. The reaction medium turned deep purple upon agitation. GC analysis of the crude product indicated over 90% conversion. The purification procedure is the same as described above. Due to the high boiling point of SOx, an Aldrich Kugelrohr apparatus is used to distill at a bath temperature of 150° C. under 2-3 mmHg pressure. The distillate is a colorless liquid. The structure is identified by GC and NMR analysis. Thermal polymerization occurs during distillation and results in a crosslinked gel in the distillation flask.

Provenance & Evidence