Ethanol → HCID 10749601, compound

Temperature

30 °C

To a solution prepared by diluting 8.6 g (2.0 eq.) of 60% sodium hydride with 200 mL of dimethylsulfoxide, 9.9 g (2.0 eq.) of anhydrous ethanol was added, and the mixture was allowed to react for one hour at 60° C. The reaction liquid was cooled to 30° C., and then a liquid containing 17.0 g of 4-chlor-2,3-dimethylpyridine-1-oxide dissolved in dimethylsulfoxide (70 mL) was added dropwise. The mixture was allowed to react for 2 hours at 40 to 50° C., and then was left to stand overnight at room temperature. 16 mL of water was added to the reaction liquid, and the mixture was concentrated, to obtain a residue in the form of a black paste. Subsequently, the residue was dissolved in 500 mL of water, and then the aqueous solution was extracted three times with 670 mL of chloroform. The extract was dried over anhydrous magnesium sulfate, and then was concentrated to dryness under reduced pressure. The obtained residue was purified on a silica gel column, to obtain 22.9 g of 4-ethoxy-2,3-dimethylpyridine-1-oxide.

1. customTo a solution prepared
2. additionwas added
3. customto react for one hour at 60° C
4. customThe reaction liquid
5. additionwas added dropwise
6. customto react for 2 hours at 40 to 50° C.
7. waitwas left
8. concentrationthe mixture was concentrated
9. customto obtain a residue in the form of a black paste
10. extractionthe aqueous solution was extracted three times with 670 mL of chloroform
11. dry with materialThe extract was dried over anhydrous magnesium sulfate
12. concentrationwas concentrated to dryness under reduced pressure
13. customThe obtained residue was purified on a silica gel column

ORD record

ord-f2b3ca31df99440884b75e0c994a42d4

Source dataset

uspto-grants-2014_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08778975B2