2-Bromoethanol → HCID 15907411, compound

Temperature

25 °C

N-Benzyl-N-methyl glycine potassium salt (2.00 g, 11.16 mmol) and 2-Bromo ethanol (2.48 g, 17.86 mmol) was suspended in 20 mL of dichloromethane. To this solution was added 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (6.40 g, 33.5 mmol) and 4-(dimethylamino)pyridine (1.00 g) and the reaction was stirred at 25° C. overnight. The mixture was diluted with 40 mL of dichloromethane, and was washed with water (1×60 mL), saturated sodium bicarbonate solution (2×60 mL), and brine (1×60 mL). The organic phase was then dried over magnesium sulfate, and filtered through a pad of Celite. Evaporation of the solvent in vacuo afforded an oil, which was purified on silica gel eluting with ethyl acetate to afford N-Benzyl-N-methyl glycine 2-bromoethyl ester as an oil (0.70 g).

1. washwas washed with water (1×60 mL), saturated sodium bicarbonate solution (2×60 mL), and brine (1×60 mL)
2. dry with materialThe organic phase was then dried over magnesium sulfate
3. filtrationfiltered through a pad of Celite
4. customEvaporation of the solvent in vacuo
5. customafforded an oil, which
6. customwas purified on silica gel eluting with ethyl acetate

ORD record

ord-b8d17141b12347d7b2ace0c8ad9a45d9

Source dataset

uspto-grants-2003_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06562824B2