1-Naphthaldehyde → Ethyl 3-(naphthalen-1-yl)prop-2-enoate

Participants

Reaction Steps

22.4 g(0.10 mol) of triethylphosphonoacetate was dissolved in 500 ml of acetonitrile and 30.4 g(2mol) of 1,8-diazabicyclo[5.4.0]undec-7-ene (1,5-5)(DBU) was slowly added thereto. 15.6 g(0.10 mol) of 1-naphthaldehyde dissolved in 20 ml of tetrahydrofuran was slowly added to the above reaction solution and the resulting mixture was stirred for 8 hours. The organic solvent was removed under reduced pressure, the residue thus obtained was dissolved in ethylacetate, washed twice with water, dried over magnesium sulfate and concentrated. The residue was subjected to column chromatography(eluent: n-hexane/ethylacetate=95/5, v/v) to give 20.3 g(0.090 mol, Yield 90%) of the title compound.

Provenance & Evidence