Ethanol → HCID 69642321, compound

Participants

Reaction Steps

To a stirred solution of the crude (RS)-(5-methyl-1-phenyl-1H-[1,2,4]triazol-3-yl)-trimethylsilanyloxy-acetonitrile (2.47 g) in EtOH (20 ml) was added concentrated sulfuric acid (1.73 ml). The mixture was heated to reflux and stirring was continued for 17 h. After cooling to r.t., the mixture (light red clear solution) was poured into 50 ml of water. The solution was brought to pH˜8 by the addition of saturated Na2CO3. It was extracted with EtOAc. The combined organic layers were washed with brine, dried (MgSO4), filtered and concentrated. The product was isolated by chromatography (silica gel, gradient cyclohexane=>EtOAc) to give (RS)-hydroxy-(5-methyl-1-phenyl-1H-[1,2,4]triazol-3-yl)-acetic acid ethyl ester (1.17 g) as off-white solid. MS 262.2 ([M+H]+)

Provenance & Evidence