luigi 2

 

EXPERIMENTAL PROCEDURE

 

A solution of dimethyl-1-diazo-2-oxopropylphosphonate and the aldehyde 12 in methanol is created and the potassium carbonate is added at 0°C under argon atmosphere. The mixture is stirred for 2.5 hours. Aqueous saturated ammonium chloride and pentane were then added. The organic layer was separated, dried with sodium sulfate, and evaporated. An 88% yield of acetylene 13 was collected using column chromatography on silica gel.

Column Chromatography: a method for separating products from a liquid mixture. In this case, a glass tube is packed with silica gel, due to its acidity. The mixture is then added to the column and washed down with eluent. Multiple fractions are collected as liquid runs out of the tube and upon analysis should reveal two or more compounds.
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