Ethyl Acetate → HCID 59492364, compound

Participants

Reaction Conditions

Reaction Steps

600 mg (4.72 mmol) of 5-ethyl-2-methyl-1,3-thiazole [M. Poite et al., Bull. Chem. Soc. Fr., 2078-2085 (1962)] are dissolved in 20 ml of abs. THF and, at −78° C., 2.08 ml (5.18 mmol) of n-butyllithium (2.5 M solution in hexane) are added dropwise. After stirring at −78° C. for two hours, 706 mg (8.02 mmol) of ethyl acetate are added as a solution in 10 ml of abs. THF. The mixture is stirred at −78° C. for 1 h and then warmed to room temperature. It is then hydrolyzed with sodium bicarbonate solution, and the mixture is extracted three times with diethyl ether. The combined organic phases are dried with magnesium sulfate, and the solvent is removed in a rotary evaporator. The crude product is purified by MPLC (Biotage 40M cartridge, eluent: isohexane/ethyl acetate 80:20). 50 mg (6% of theory) of the title compound are obtained.

Provenance & Evidence