Pyridine → 4-chloro-N-methoxy-N-methylbutyramide

Temperature

0 °C

To a solution of 4-chlorobutanoyl chloride (5.64 g, 40.0 mmol) and a N,O-dimethylhydroxylamine hydrochloride (3.91 g, 40.0 mmol) in CH2Cl2 (80 mL) at 0° C., was added pyridine (7.2 ml, 88.0 mmol) in CH2Cl2 (30 mL). This mixture was kept stirring at 0° C. for 1 h, then warmed to rt. The reaction mixture then diluted with Et2O (200 mL), washed with saturated 1N HCl (2×), saturated NaHCO3 solution and brine, dried over Na2SO4, filtered and concentrated to afford the title compound as a colorless oil (6.28 g, 95%). MS (ES+) m/e 166 [M+H]+.

1. temperaturewarmed to rt
2. washwashed with saturated 1N HCl (2×), saturated NaHCO3 solution and brine
3. dry with materialdried over Na2SO4
4. filtrationfiltered
5. concentrationconcentrated

ORD record

ord-165acbcc33d04313bc0fc985d7dd3436

Source dataset

uspto-grants-2009_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07547779B2