Vinyl Acetate → (+)-(1R)-1-[5-(3-chlorophenyl)-[1,2,4]oxadiazol-3-yl]ethyl acetate

Participants

Reaction Steps

12.1 g (53.9 mmol) 1-[5-(3-chlorophenyl)-[1,2,4]oxadiazol-3-yl]ethanol an 1.60 g Novozyme 435® are taken up under Ar in toluene (750 mL). After addition of 5.0 mL (54.2 mmol) vinyl acetate the reaction was run at r.t. o.n., followed by filtration over celite and washing with DCM. The filtrate was purified over silica using DCM neat, followed by EA/Hep=1/1, yielding 7.1 g (49%) of the title compound. 1H NMR: 8.13 (t, 1 H), 8.01 (d, 1 H), 7.55 (d, 1 H), 7.47 (t, 1 H), 6.07 (q, 1 H), 2.15 (s, 3 H), 1.69 (d, 3 H)

Provenance & Evidence