Ethyl 2-methylacetoacetate → HCID 85611941, compound

Participants

Reaction Conditions

Reaction Steps

17.11 g of 2,4-dimethylaniline are dissolved in 36 ml of concentrated HCl diluted with 280 ml of water. A solution of 10.13 g of sodium nitrite in 30 ml of water is added, at 0° C. This mixture is stirred for 15 minutes at 0° C. and the solution obtained is then poured, at 0° C., onto a solution of 20.5 g of ethyl 2-methyl-3-oxobutyrate in 150 ml of ethanol. At the same time, 31.7 g of potassium hydroxide dissolved in 32 ml of water are added and the mixture is then stirred for 15 minutes at 0° C. The medium is neutralized with 70.6 ml of 2N HCl. The precipitate formed is filtered off, washed with water and then dissolved in EtOAc. This solution is dried over Na2SO4 and concentrated. The crystalline residue is taken up in isopropyl ether and then filtered to give 25.49 g of the expected compound: m.p.=146° C.

Provenance & Evidence