Sodium Hydroxide → 3,4-Hexanedione, 2,2,5,5-tetramethyl-

7.8 g (0.045 moles) of 2,2,5,5-tetramethyl-4-hydroxy-3-hexanone were dissolved in 90 ml of hexane and stirred vigorously with 157 ml of 1M aqueous potassium permanganate solution containing 1.8 g (0.045 moles) of sodium hydroxide. This mixture was then refluxed overnight. The mixture was then cooled to room temperature and the hexane layer separated. The aqueous layer was then extracted three times with 50 ml of hexane. The hexane solutions were then combined and washed three times with 50 ml of pure water before drying over anhydrous magnesium sulfate. The mixture was then filtered and the hexane distilled off at atmospheric pressure to yield 6.3 g of 2,2,5,5-tetramethyl-3,4-hexanedione (82% of theoretical).

1. temperatureThis mixture was then refluxed overnight
2. customthe hexane layer separated
3. extractionThe aqueous layer was then extracted three times with 50 ml of hexane
4. washwashed three times with 50 ml of pure water
5. dry with materialbefore drying over anhydrous magnesium sulfate
6. filtrationThe mixture was then filtered
7. distillationthe hexane distilled off at atmospheric pressure

ORD record

ord-cf1e82c912544c77948ee3700f6d3928

Source dataset

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08703103B2