Methyl acetoacetate → HCID 54125930、化合物

温度

-78 °C

To a cold (-30° C.) solution of methyl acetoacetate (41.5 g, 357 mmol) in THF (500 mL) was added lithium diisopropylamide (476 mL, 1.5M solution in cyclohexane, 714 mmol). The resultant solution was stirred for 15 minutes at -30° C. After cooling to -78° C., 2,4-hexadienal (34.3 g, 357 mmol) was added and the solution stirred for 10 minutes at -78° C. and for 16 hours at ambient temperature. The solution was concentrated under reduced pressure and the residual syrup was partitioned between 1N HCl and ethyl acetate. The organic layer was washed with brine (2×), dried (Na2SO4), and concentrated. The residue was purified by chromatography on silica gel (diethyl ether:hexane/2:1) to afford 18.5 g (24.4%) of the title compound as an oil.

1. concentrationThe solution was concentrated under reduced pressure
2. customthe residual syrup was partitioned between 1N HCl and ethyl acetate
3. washThe organic layer was washed with brine (2×)
4. dry with materialdried (Na2SO4)
5. concentrationconcentrated
6. customThe residue was purified by chromatography on silica gel (diethyl ether:hexane/2:1)

ORDレコード

ord-5cc303d1ce334fb786a563adbfe57c95

出典データセット

uspto-grants-1992_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05110940