Water → HCID 86679084, compound

Temperature

20 °C

To a stirred suspension of 3-(2,4-dichloro-phenyl)-2-(hydroxyimino)-propionic acid methyl ester (2.0 g; 7.6 mmol) and potassium carbonate (3.2 g; 23 mmol) in N,N-dimethylformamide (15 ml) under argon at 20° C., was added drop wise methyl iodide (4.3 ml; 23 mmol). The mixture was stirred for 2 hours at 20° C. Water (300 ml) was added to the mixture which was extracted with ethyl acetate (3×150 ml). Combined organics were concentrated, the residue dissolved in 20 ml of dichloromethane, washed twice with water (150 ml), dried over sodium sulfate and evaporated under reduced pressure to afford 2.0 g (95% of theory) of 3-(2,4-dichloro-phenyl)-2-(methoxyimino)-propionic acid methyl ester (mixture of E/Z-isomers) as a clear yellow oil.

1. extractionwas extracted with ethyl acetate (3×150 ml)
2. concentrationCombined organics were concentrated
3. dissolutionthe residue dissolved in 20 ml of dichloromethane
4. washwashed twice with water (150 ml)
5. dry with materialdried over sodium sulfate
6. customevaporated under reduced pressure

ORD record

ord-c805beed043245ac868307e00b83598e

Source dataset

uspto-grants-2013_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08552049B2