Hydrogen Bromide → (-)-alpha-Amino-3-(bromomethyl)-4-hydroxybenzeneacetic acid hydrobromide

Reaktionsgleichung

[NH2:1][CH:2]([C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1)[C:3]([OH:5])=[O:4].[BrH:13].[CH2:14]=O>>[BrH:13].[NH2:1][CH:2]([C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]([CH2:14][Br:13])[CH:7]=1)[C:3]([OH:5])=[O:4]

Komponenten

Edukt 3

HCID 260Hydrogen Bromide2×

HCID 712Formaldehyde

HCID 921434-Hydroxyphenylglycine

Produkt 1

HCID 70576814(-)-alpha-Amino-3-(bromomethyl)-4-hydroxybenzeneacetic acid hydrobromide

Versuchsvorschrift

To a solution of (-)-α-amino-4-hydroxybenzeneacetic acid (0.6 mole) in a minimum amount of concentrated hydrobromic acid at 35°-40° C. is added 50 ml of aqueous formaldehyde (35-37%) (0.6 mole). The addition of hydrogen bromide gas is begun. After 5-10 minutes, a solid begins to precipitate. Stirring is continued for 30 minutes. The title compound is collected and washed with ether and acetone.