Trifluoroacetic acid → HCID 89869762, compound

Participants

Reaction Steps

To a solution of E-ethyl 2-(2-t-butoxycarbonyl-2-allylhydrazono)acetate (8.65 g, 33.7 mmol) in dichloromethane (60 ml) was added trifluoroacetic acid (15 ml) at 3° C. After being stirred at room temperature for 1 hour, concentrated in vacuo. The residue was added to a saturated aqueous sodium hydrogen carbonate solution (300 ml), and extracted with ethyl acetate. The combined organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1) to give 1.87 g of E-ethyl 2-(2-allylhydrazono)acetate (yield 35%) as oil.

Provenance & Evidence