Methyl dichloroacetate → 10-Tetradecene-14-olide

Participants

Reaction Conditions

Reaction Steps

0.05 g of tricyclohexylphosphine, 0.06 g (0.1 mmol) of di-μ-chlorobis((p-cymene)chlororuthenium), 10 ml of toluene, 0.05 g (1.85 mmol) of an aluminum powder, 0.252 g (1 mmol) of 4-pentenyl 10-undecenoate and 0.021 ml (0.2 mmol) of methyl dichloroacetate were blended and the mixture was stirred at 80° C. for 16 hours in a nitrogen stream. A solvent was distilled and the residue was refined by silica gel column chromatography (toluene/ethyl acetate=10/1) to obtain 0.09 g of an object material (yield: 40%). The result of 1H-NMR of the above reaction solution is as follows:

Provenance & Evidence