Acetone → HCID 69123004, compound

The following morning, the white precipitate was filtered from the mix, leaving a dark red-brown solution. Methyl hydroquinone was added to the solution at ˜1000 ppm and the acetone was stripped. The resulting thin brown liquid was then dissolved in 100 mL methylene chloride and washed five times with 200 mL of a 5% sodium chloride solution. This was followed by two water washes of 300 mL each. The resulting pH was 9. Another 1000 ppm of methyl hydroquinone was added to the solution and the methylene chloride was then stripped. The resulting dark liquid was then dissolved in ethyl acetate and the solution was run through silica gel (5 tbsp) in a glass Buchner funnel. The solvent was stripped from the clear orange solution resulting in a clear brown product. To remove residual solvent, air was then bubbled through the product overnight. The structure of this dark-brown liquid was confirmed by NMR and determined to be ˜93 mole % pure.

1. filtrationThe following morning, the white precipitate was filtered from the mix
2. customleaving a dark red-brown solution
3. washwashed five times with 200 mL of a 5% sodium chloride solution
4. additionAnother 1000 ppm of methyl hydroquinone was added to the solution
5. dissolutionThe resulting dark liquid was then dissolved in ethyl acetate
6. customresulting in a clear brown product
7. customTo remove residual solvent, air
8. customwas then bubbled through the product overnight

ORD record

ord-658a9fee7880424bb8e11f84b88c855f

Source dataset

uspto-grants-2006_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07034064B2