Acetone → 5-Methoxyhexane-2,4-dione

Temperature

10 °C

In a 300 mL-volume flask equipped with a stirrer, a thermometer and a dropping funnel was placed 29.0 g (258 mmol) of potassium t-butoxide, and the flask was purged with argon. Then, 120 mL of methylcyclohexanone was placed in the flask. Subsequently, 15.0 g (127 mmol) of methyl 2-methoxypropionate (prepared by the method of Reference Example 1) was dropped under cooling with ice, and further 7.40 g (127 mmol) of acetone was slowly dropped. The mixture was cooled to 10° C. and stirred for 30 minutes for carrying out a reaction. After the reaction was complete, 1,200 mL of water was placed in the flask under cooling with ice. The aqueous portion was taken out, neutralized with acetic acid, and subjected to extraction with methylcyclohexane. The methylcyclohexane extract was washed with water, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated and distilled under reduced pressure (66° C., 1.38 kPa) to give 9.63 g (yield: 53%) of 2-methoxy-3,5-hexanedione as colorless liquid.

1. customIn a 300 mL-volume flask equipped with a stirrer
2. customthe flask was purged with argon
3. additionwas dropped
4. additionwas slowly dropped
5. customa reaction
6. temperatureunder cooling with ice
7. extractionsubjected to extraction with methylcyclohexane
8. extractionThe methylcyclohexane extract
9. washwas washed with water
10. dry with materialdried over anhydrous sodium sulfate
11. filtrationfiltered
12. concentrationThe filtrate was concentrated
13. distillationdistilled under reduced pressure (66° C., 1.38 kPa)

ORD record

ord-3e48316534824610b946275c3c38a2c0

Source dataset

uspto-grants-2009_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07595414B2