반응 #748957

반응 방정식

propargyl bromide

9-(2,6-diethyl-4-methylphenyl)-3-oxaspiro[5.5]undecane-8,10-dione

potassium carbonate

→

desired compound

9-(2,6-diethyl-4-methylphenyl)-10-prop-2-ynyloxy-3-oxaspiro[5.5]undec-9-en-8-one

용매

acetone

acetone

반응 조건

후처리

1. 1
   온도the reaction is refluxed overnight
2. 2
   기타The solvent is evaporated in vacuo
3. 3
   세척washed with 2 N aqueous sodium hydroxide solution
4. 4
   농축The organic phase is concentrated in vacuo
5. 5
   기타the residue is further purified by column chromatography on silica gel

실험 절차

A solution of propargyl bromide (0.043 g, 0.36 mmol) in acetone (2 ml) is added dropwise to a mixture of 9-(2,6-diethyl-4-methylphenyl)-3-oxaspiro[5.5]undecane-8,10-dione (0.10 g, 0.3 mmol) and potassium carbonate (0.05 g, 0.36 mmol) in acetone (3 ml) and the reaction is refluxed overnight. The solvent is evaporated in vacuo, and the residue is taken up in ethyl acetate and washed with 2 N aqueous sodium hydroxide solution. The organic phase is concentrated in vacuo, and the residue is further purified by column chromatography on silica gel to give the desired compound as a colourless gum.

출처