Fluoride Ion → HCID 178470429, compound

Participants

Reaction Steps

A solution of 2-phenoxybenzaldehyde (8) (1.0 equiv), ethyl-2-nitroacetate (2.0 equiv) and TMS-azide (3.0 equiv) in dry THF (0.4 M) under inert atmosphere and at 0° C. was treated with fluoride-bound resin (Aldrich #387789, 1:1 w/w with respect to aldehyde). The resulting mixture was heated to reflux for 24 hours, cooled to room temperature and concentrated in vacuo. The residue was purified by flash chromatography (hexane/ethyl acetate) to provide ethyl 4-(2-phenoxyphenyl)-1H-1,2,3-triazole-5-carboxylate (9) as a yellow foam.

Provenance & Evidence