Methyl vinyl ketone → HCID 10998092, compound

Temperature

60 °C

The Reference Compound No. 1-1 was prepared following the method described in J. Org. Chem., 62, 568-577 (1997). Namely, iron (III) chloride hexahydrate (5.7 g, 21 mmol) and 3,4-dimethoxyaniline (3.1 g, 20 mmol) were added to acetic acid (60 mL), and then the mixture was stirred at 60° C. After all the solids were dissolved, methylvinylketone (1.8 mL, 22 mmol) was added dropwise for 5 minutes. Then the mixture was stirred at 140° C. for 1 hour, and allowed to cool down to room temperature, and the resulting solid was filtered off. Ethyl acetate (200 mL) was added to the solid, and the resulting organic solution was washed with 0.1N sodium hydroxide aqueous solution (200 mL) and brine (100 mL), and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the resulting solid was filtered off with diethyl ether to give 1.6 g of the title reference compound as a light brown solid (Yield: 38%).

1. custom1-1 was prepared
2. dissolutionAfter all the solids were dissolved
3. stirringThen the mixture was stirred at 140° C. for 1 hour
4. temperatureto cool down to room temperature
5. filtrationthe resulting solid was filtered off
6. additionEthyl acetate (200 mL) was added to the solid
7. washthe resulting organic solution was washed with 0.1N sodium hydroxide aqueous solution (200 mL) and brine (100 mL)
8. dry with materialdried over anhydrous magnesium sulfate
9. customThe solvent was evaporated under reduced pressure
10. filtrationthe resulting solid was filtered off with diethyl ether

ORD record

ord-396bff6153aa4faa90ab782c7bd4af6e

Source dataset

uspto-grants-2011_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07897774B2