HCID 68774438, compound → Benzoic acid, 2-hydroxy-, (3Z)-1-methyl-3-hexen-1-yl ester

Participants

Reaction Steps

4-Heptyn-2-yl salicylate (24.6 g; 0.1 mol) dissolved in 30 ml abs. ethanol are stirred over palladium on bariumsulfate (0.4 g; 0.02 mol) and under hydrogen for 3 hours. Filtration over Celite and evaporation of the ethanol under reduced pressure gives 26.2 g crude product which is distilled over a Vigreux column giving 23.5 g (96%) of a slightly yellowish oil at 98° C./0.1 Torr (0.133 mbar). Redistillation under the same conditions gives 21.6 g (88%) of colorless (Z)-4-hepten-2-yl salicylate.

Provenance & Evidence