Methanol → Methyl(2-hydroxybutylamino)acetate Hydrochloride

反応式

[OH:1][CH:2]([CH2:9][CH3:10])[CH2:3][NH:4][CH2:5][C:6]([OH:8])=[O:7].S(Cl)([Cl:13])=O.[CH3:15]O>>[ClH:13].[CH3:15][O:7][C:6](=[O:8])[CH2:5][NH:4][CH2:3][CH:2]([OH:1])[CH2:9][CH3:10]

参加物

反応物 3

HCID 887Methanol2 回

HCID 24386Thionyl Chloride

HCID 18765545(2-Hydroxybutylamino)acetic acid

生成物 1

HCID 18765569Methyl(2-hydroxybutylamino)acetate Hydrochloride

実験手順

2.85 g of (2-hydroxybutylamino)acetic acid in 100 ml of methanol are cooled in an ice-acetone cooling bath, then 7.27 ml of thionyl chloride is added dropwise within 20 minutes. The reaction mixture is left overnight to come back to ambient temperature and then evaporated to dryness. Methanol is added several times to the residue and this is then concentrated by evaporation. The crude product is reacted further without any more purification. Yield: 3.83 g (100% of theory); Rf value: 0.85 (reversed phase ready-made TLC plate (E. Merck), methanol/5% sodium chloride solution=6:4); mass spectrum (ESI+): m/z=162 [M+H]+.