Potassium Carbonate → Methyl 4-cyclohex-1-en-1-yl-2-[(4'-methoxy-1,1'-biphenyl-4-yl)oxy]butanoate

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Reaction Steps

1.9 g (0.0138 mol) of potassium carbonate are added to a solution of 1.4 g (0.0069 mol) of 4′-methoxy-1,1′-biphenyl-4-ol in 30 ml of 3-methyl-2-pentanone (MIBK). The mixture is refluxed for 30 minutes and a solution of 1.5 g (0.0069 mol) of methyl 2-chloro-4-cyclohex-1-en-1-ylbutanoate in 10 ml of 3-methyl-2-pentanone is then added. Refluxing is continued for a further 6 hours. After cooling to room temperature, the reaction medium is concentrated, taken up in water and extracted with ethyl acetate. The extracts are washed with 1N sodium hydroxide and then with saturated aqueous NaCl solution, and dried over Na2SO4. After concentrating, a thick oil is obtained, which is purified by flash chromatography (95/5 heptane/ethyl acetate) 1.1 g of an oily product are thus obtained.

Provenance & Evidence