Potassium Iodide → HCID 69478439, compound

Participants

Reaction Steps

MS: M=250.2 (API+). 1H-NMR(400 MHz, D6-DMSO): δ=3.80(s, 3H, OCH3), 4.69(s, 2H, CH2Cl), 6.98(d, 2H, Ar—H), 7.00(d, 1H, ═CH), 7.49(d, 1H, ═CH), 7.67(d, 2H, Ar—H), 8.13(s, 1H, oxazole). 0.250 g (1.00 mmol) 4-Chloromethyl-2-[2-(4-methoxyphenyl)-vinyl]-oxazole, 0.217 g 1.00 mmol) 4-(4-[1,2,3]Triazol-1-yl-butyl)-phenol, 0.166 g (1.00 mmol) potassium iodide and 0.191 ml (1.00 mmol) of a 30% sodium methylate solution were added to 50.0 ml methanol and heated to reflux for 8 h. After removal of solvent, partitioning of the residue between 50 ml ethyl acetate and 15 ml water, the organic phase was washed with 10 ml water, 10 ml 0.1 N NaOH, 15 ml water twice and dried over sodium sulphate. The solution was concentrated until crystallisation of the product started. After leaving for 1 h at room temperature the precipitate was isolated, washed with diethyl ether and dried at 40° C. in vacuo. 0.16 g (37%) 1, m.p. 148–151° C.

Provenance & Evidence