Hydrogen Bromide → HCID 178419707, compound

Temperature

100 °C

A solution of neomycin sulfate (20 g, 20.8 mmol) in HBr (150 mL, 48%) was stirred under reflux at 100° C. for 40 hours. The solution was concentrated to dryness at 60° C. under reduced pressure. The residue was dissolved into water (100 mL), and activated charcoal (10 g) was added. After stirring at room temperature for 10 hours, the charcoal was removed by filtration through Celite, and the solution was concentrated to a syrup. Methanol (100 mL) was added and the mixture was stirred for 2 hours at room temperature. The solid product was filtered to give the title compound (4.1 g, 61%). Rf: 0.2 (CH3OH/NH4OH=4:1); 1H-NMR (D2O, 200 MHZ): δ 1.95 (1H, ddd), 2.5 (1H, m), 3.2-3.6 (9H, m); 13C-NMR (D2O, 200 MHZ): δ 40.0, 65.0, 87.2, 89.5. Ref. Georgiadas, M. P.; Constantinou-Kokotou, V. J. Carbohydr. Chem. 1991, 10, 739-746.

1. concentrationThe solution was concentrated to dryness at 60° C. under reduced pressure
2. dissolutionThe residue was dissolved into water (100 mL), and activated charcoal (10 g)
3. additionwas added
4. customthe charcoal was removed by filtration through Celite
5. concentrationthe solution was concentrated to a syrup
6. additionMethanol (100 mL) was added
7. stirringthe mixture was stirred for 2 hours at room temperature
8. filtrationThe solid product was filtered

ORD record

ord-ef10ec02a8924b3b83230fac8d9e2601

Source dataset

uspto-grants-2004_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06759523B2