Diethyl Ether → Ethyl 5,5-dimethylhex-2-enoate

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Reaction Steps

3,3-dimethyl butan-1-ol (1.3 g) was stirred for 2 hours in dichloromethane (30 ml) with pyridinium chlorochromate (5.5 g) at room temperature, diluted with ether and filtered. Wittig reagent Ph3P=CH--CO2C2H5 (carbethoxymethylenetriphenylphosphorane)(3.6 g) was added to the filtrate and stirred overnight. The mixture was evaporated under vacuum and the residue purified by silica gel chromatography to yield 1.25 g of ethyl 5,5-dimethylhex-2-enoate.

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