Acetic Anhydride → HCID 178434282, compound

Temperature

110 °C

526 mg (10.5 mmol) of hydrazine hydrate and 1 ml of glacial acetic acid are added to 800 mg (5.26 mmol) of 2,6-dihydroxyacetophenone. After 15 minutes of stirring at 110° C., the reaction mixture is cooled to room temperature. After addition of 6 ml of polyphosphoric acid, the mixture is heated at 120° C. for 20 min. After cooling to room temperature, 0.8 g (7.89 mmol) of acetic anhydride is added dropwise. The mixture is once more heated at 120° C. for 20 min. The reaction mixture, cooled to room temperature, is then poured onto ice. The mixture is neutralized using 1N sodium hydroxide solution and extracted three times with ethyl acetate. The combined organic phases are washed twice with water. After drying over sodium sulfate, the solvent is removed under reduced pressure. The product is purified by column chromatography. The mobile phase used is a mixture of cyclohexane and ethyl acetate (1:1).

1. temperaturethe reaction mixture is cooled to room temperature
2. temperaturethe mixture is heated at 120° C. for 20 min
3. temperatureAfter cooling to room temperature
4. temperatureThe mixture is once more heated at 120° C. for 20 min
5. temperatureThe reaction mixture, cooled to room temperature
6. additionis then poured onto ice
7. extractionextracted three times with ethyl acetate
8. washThe combined organic phases are washed twice with water
9. dry with materialAfter drying over sodium sulfate
10. customthe solvent is removed under reduced pressure
11. customThe product is purified by column chromatography
12. additiona mixture of cyclohexane and ethyl acetate (1:1)

ORD record

ord-4693e4e9fd814be5a66687e63f04c1e2

Source dataset

uspto-grants-2010_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07737153B2