Diethyl Ether → HCID 19606158, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 6 g of 3-hydroxy-5-hexene in 150 ml of diethyl ether was added 18.1 g of ethyl chlorooximidoacetate. The solution was cooled to 0° C., and a solution of 21 ml of triethylamine in 210 ml of diethyl ether was added over 2.5 h. The amine hydrochloride salt was filtered and the residue was purified by silica gel column chromatography (5% to 10% EtOAc in CH2Cl2) to provide 5.5 g of desired product. 1H NMR (CDCl3): δ 0.96 (t, 3 H), 1.47 (t, 3 H), 1.50-1.95 (m, 4 H), 2.90 (m, 1 H), 3.35 (m, 1 H), 3.80 (m, 1 H), 4.35 (q, 2 H), 5.02 (m, 1 H).

Provenance & Evidence