ChemicalBook CAS DataBase List Di-tert-butylglyoxal

Di-tert-butylglyoxal synthesis

12synthesis methods

Product Name:Di-tert-butylglyoxal
CAS Number:4388-88-9
Molecular formula:C10H18O2
Molecular Weight:170.25

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Yield:4388-88-9 82%

Reaction Conditions:

with potassium permanganate;sodium hydroxide in hexane;water;Reflux;

Steps:

5

Example 5 Synthesis of 2,2,5,5-tetramethyl-3,4-hexandione 7.8g (0.045moles) of 2,2,5,5-tetramethyl-4-hydroxy-3-hexanone were dissolved in 90ml of hexane and stirred vigorously with 157ml of 1 M aqueous potassium permanganate solution containing 1.8g (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). Product identified by GCMS parent ion 170 mu, consistent with literature results G. A. Olah and A.Wu, J. Org. Chem., 56, 904-906 (1991).

References:

EP2371821,2011,A1 Location in patent:Page/Page column 43