DL-norvaline → HCID 178458956, Verbindung

Reaktionsgleichung

[N:1](=[C:3]([C:7](=[O:10])[CH2:8][CH3:9])[C:4](=O)[CH3:5])O.[NH2:11][CH:12](C(O)=O)[CH2:13][CH2:14][CH3:15].C(C1NC(CCC)=NC=1C)(=O)C>C(O)CCC>[CH3:5][C:4]1[N:11]=[C:12]([CH2:13][CH2:14][CH3:15])[NH:1][C:3]=1[C:7](=[O:10])[C:8]#[CH:9]

Komponenten

Versuchsvorschrift

To 92.4 g (0.646 moles) of 3-oximino-2,4-hexanedione dissolved in 807 ml of n-butanol was added 90.75 g (0.775 moles) of d,l-norvaline. The mixture was refluxed 6.25 h, then cooled and concentrated in vacuo. The residue was taken up in ethyl acetate (500 ml), suction filtered and the filtrate washed with 10% aqueous sodium hydroxide (4×100 ml). Removal of the solvent in vacuo gave 0.29 moles (48% yield based on recovered amino acid) of 4-methyl-5-propinoyl-2-propylimidazole and 5-acetyl-4-methyl-2-propylimidazole (87:13 respectively).