Sodium Carbonate → HCID 58230019, compound

Participants

Reaction Steps

A solution of 5 g (30 mmol) 4-methylene-cyclohexanecarboxylic acid ethyl ester (commercially available) in 19 mL THF was added to 59 mmol LDA in 75 mL THF at −5° C. and stirred for 3 h. 8.2 g (59 mmol) 2-bromoethyl methyl ether in 10 mL THF was added and the mixture was allowed to stir to room temperature and stirred additionally over night. Water and 2M Na2CO3 aq. was added and the mixture was evaporated to dryness. The residue was taken up in ethyl acetate washed with water and brine, dried with MgSO4, filtered and evaporated. The residue was purified by flash column chromatography over silica eluting with a gradient formed from hexane and ethyl acetate to yield after evaporation of the product containing fractions 4.98 g (74%) of the title compound as yellow liquid.

Provenance & Evidence