4-Methoxyphenol → Methacryloylglycylglycine

Reaktionsgleichung

[NH2:1][CH2:2][C:3]([NH:5][CH2:6][C:7]([OH:9])=[O:8])=[O:4].[C:10](Cl)(=[O:14])[C:11]([CH3:13])=[CH2:12].[OH-].[Na+].COC1C=CC(O)=CC=1>>[C:10]([NH:1][CH2:2][C:3]([NH:5][CH2:6][C:7]([OH:9])=[O:8])=[O:4])(=[O:14])[C:11]([CH3:13])=[CH2:12]

Komponenten

Edukt 4

HCID 90154-Methoxyphenol

HCID 11163Glycylglycine

HCID 13528Methacryloyl chloride

HCID 14798Sodium Hydroxide

Produkt 1

HCID 10241886Methacryloylglycylglycine

Versuchsvorschrift

The procedure described above is utilized with 132 g (0.1 mol) of glycylglycine, 105 g of methacryloyl chloride, 80 g of sodium hydroxide and 500 mg of p-methoxyphenol at 0°-5° C. White precipitate is formed from the reaction mixture. The precipitate crystallized from water had a melting point of (192°-196° C.). Yield of product was 150 g (70.8%). NMR (DMSO-d6), 11 gamma (s, 1H, COOH), 7.9 gamma (s, 2H, NH), 5.5 gamma (s, 1H, =CH2C), 5.2 gamma (s, 1H, =CH2), 3.5 gamma (d, 4H, CH2), 2.6 gamma (s, 3H, CH3).