Ethanol → Alanine, 2-methyl-, ethyl ester

반응식

[NH2:1][C:2]([CH3:7])([CH3:6])[C:3]([OH:5])=[O:4].S(Cl)(Cl)=O.[CH2:12](O)[CH3:13]>>[CH2:12]([O:4][C:3](=[O:5])[C:2]([NH2:1])([CH3:7])[CH3:6])[CH3:13]

참가 물질

반응물 3

HCID 702Ethanol

HCID 6119Aminoisobutyric acid

HCID 24386Thionyl Chloride

생성물 1

HCID 70683Alanine, 2-methyl-, ethyl ester수율 63%

반응 조건

온도: 0 °C

실험 절차

2-Amino-2-methyl-propionic acid (1.0 g, 9.69 mmol) was dissolved in ethanol (15 ml) and cooled to 0° C. Thionyl chloride (1.7 g, 14.53 mmol, 1.5 eq) was added to the reaction mixture, which was then heated to reflux overnight. The solvent was evaporated and the residue was partitioned between water and ethyl acetate. The organic layer was concentrated and dried to give 2-amino-2-methyl-propionic acid ethyl ester (0.8 g, 63%). The crude compound was used in the next stage without purification.