Hydrogen Peroxide → 3,3-Dimethyl-5-oxohexanoic acid

Temperature

15 °C

Isophorone (138 g) and 30% hydrogen peroxide (730 g) are dissolved in isopropanol (500 ml), and the solution is cooled to 15° C. 3N Sodium hydroxide solution (800 ml) is added slowly over a three-hour period to maintain the temperature of the reaction below 20° C. by adjusting the addition rate of sodium hydroxide solution and cooling with an ice-water bath. The reaction is allowed to warm to ambient temperature while stirring for 16 hours. The reaction mixture is extracted once with isopropyl ether (200 ml) then treated with sodium bisulfite (40 g) and acidified to pH 2 with concentrated hydrochloric acid (225 ml). The solution is extracted twice with methylene chloride (200 ml) and the resulting methylene chloride solution stripped under vacuum at 40° C., 10 mm Hg to give 3,3-dimethyl-5-ketohexanoic acid as a residue product.

1. temperatureto maintain
2. customthe temperature of the reaction below 20° C.
3. temperaturecooling with an ice-water bath
4. temperatureto warm to ambient temperature
5. extractionThe reaction mixture is extracted once with isopropyl ether (200 ml)
6. additionthen treated with sodium bisulfite (40 g)
7. extractionThe solution is extracted twice with methylene chloride (200 ml)
8. customstripped under vacuum at 40° C.

ORD record

ord-3c275d5d01654b7787bf1a5f814c16dc

Source dataset

uspto-grants-1988_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04739114