Fig. 1. Reaction profiles for the synthesis of 6-(vinyloxy)hexyl 10-undecenoate (HVEUA) by lipase catalyzed acylation of 6-hydroxyhexyl vinyl ether (HVE) with 10-undecenoic acid (UA). (A) High conversions were reached quickly in several different solvents at 22 °C, as evaluated with GC. (B) Ester formation at 90 °C through 1H-NMR. Catalyzed (○) and uncatalyzed (Δ). (C) Intact vinyl ether functionality at 90 °C through 1H-NMR. Catalyzed (○) and uncatalyzed (Δ). Note: in the uncatalyzed reaction HVE was mixed with UA.
