Sulfuryl chloride → Methyl 2-chloro-4-methoxy-3-oxobutanoate

46.0 g Methyl 4-methoxyacetoacetate were dissolved in 500 ml dichloromethane. 28.1 ml Sulfuryl chloride were added in one portion. The reaction mixture was stirred overnight at room temperature. The solvent was removed under reduced pressure, the resulting residue was dissolved in 300 ml ethyl acetate and washed with 100 ml water and 100 ml brine. The organic layer was dried over MgSO4 and the solvent removed under reduced pressure. The resulting residue was purified by chromatography on silica gel with the eluent n-heptane:ethyl acetate=5:1=>2:1 to obtain 45.0 g 2-Chloro-4-methoxy-3-oxo-butyric acid methyl ester as a yellow oil.

1. customThe solvent was removed under reduced pressure
2. dissolutionthe resulting residue was dissolved in 300 ml ethyl acetate
3. washwashed with 100 ml water and 100 ml brine
4. dry with materialThe organic layer was dried over MgSO4
5. customthe solvent removed under reduced pressure
6. customThe resulting residue was purified by chromatography on silica gel with the eluent n-heptane

ORD record

ord-36a663d9d2ea414ca76c08fae0220cd9

Source dataset

uspto-grants-2010_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07709481B2