Acetic Acid → HCID 53700889, compound

Participants

Reaction Conditions

Reaction Steps

0.35 ml (3.25 mmol) of methyl acetoacetate and then at about 0° C. 2.72 ml (4.43 mmol) of a 15% strength solution of butyllithium in hexane are added slowly under argon to a suspension of 107 mg (3.56 mmol) of 80% strength sodium hydride in 10 ml of anhydrous tetrahydrofuran at -5° C. After stirring for 15 minutes at 0° C., a solution of 0.6 g (1.48 ml) of the compound from Example 6 in 5 ml of tetrahydrofuan is added dropwise and the mixture is stirred for a further 15 minutes at the same temperature. Finally, 0.58 g (9.67 mmol) of acetic acid is cautiously added dropwise and then 50 ml of water, the mixture is extracted three times using ethyl acetate and the organic phase is dried over sodium sulphate and sodium carbonate. After stripping off the solvent, 0.94 g of reddish foam remain of Rf value: 0.2 using toluene/ethyl acetate (1:1). The crude product is processed further.

Provenance & Evidence