Ethyl isobutyrylacetate → HCID 67286838, compound

To a solution of 20.0 g, (126.4 mmol) ethyl 4-methyl-3-oxopentanoate in methanol (100 ml) was added 48.72 g, (632.2 mmol) ammonium acetate. The reaction mixture was stirred at RT for 3 d. Then the mixture was concentrated in vacuo. The residue was taken up with DCM (300 ml) and filtered. The filtrate is water and brine, dried over Na2SO4 and concentrated in vacuo. This residue was dissolved in toluene (100 ml), followed by the addition of HCl (saturated solution in dioxane, 65 ml) at 0° C. The reaction mixture was heated at 120° C. for 20 h and subsequently filtered and the solid is washed with toluene. The filtrate was concentrated in vacuo. Purification of the residue by CC (hexane/EtOAc 3:2) provided 2.2 g (8.76 mmol, 7%) 2,4-diisopropyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid ethylester.

1. concentrationThen the mixture was concentrated in vacuo
2. filtrationfiltered
3. dry with materialdried over Na2SO4
4. concentrationconcentrated in vacuo
5. dissolutionThis residue was dissolved in toluene (100 ml)
6. additionfollowed by the addition of HCl (saturated solution in dioxane, 65 ml) at 0° C
7. temperatureThe reaction mixture was heated at 120° C. for 20 h
8. filtrationsubsequently filtered
9. washthe solid is washed with toluene
10. concentrationThe filtrate was concentrated in vacuo
11. customPurification of the residue by CC (hexane/EtOAc 3:2)

ORD record

ord-110e86cade7144289ae5f3fed68b6df7

Source dataset

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09278103B2