O-Allylhydroxylamine hydrochloride → (2E)-3-(4-{[(benzyloxy)imino]methyl}phenyl)acrylic acid

Participants

Reaction Conditions

Reaction Steps

a solution of trans 4-formyl-cinnamic acid A (Y═CH═CH, R1, ═H, R3═H, 0.346 g, 1.96 mmol.) and B O-Allylhydroxylamine hydrochloride (0.258 g, 2.37 mmol.) dissolved in 2 mL of DMF was warmed at 50° C. and stirred for 5 h. Then the solution was diluted with AcOEt and washed with water. Organic layer was dried on Na2SO4 and then concentrated under reduced pressure to give 0.421 g of the intermediate C (2E)-3-(4-{[(benzyloxy)imino]methyl}phenyl)acrylic acid (93% yield).

Provenance & Evidence