Di-tert-butyl peroxide → 8,8-Dimethyl-1-oxa-spiro[4.5]decan-2-one

Temperature

160 °C

In a 500 ml three necked round bottom flask was charged 4,4-dimethyl-cyclohexanol (100 g, 0.78 mol) and heated up to 160° C., while adding over 4 hours tBuOOtBu (11.4 g, 0.08 mol) and ethylacrylate (39.2 g, 0.39 mol). 10 minutes after the end of the addition, the mixture was cooled to 50° C. and lights were distilled off. Then, 30% w/w aqueous NaOH (61 g) and MTBE (200 g) were added. Stirring was continued during the night at 40° C. and the aqueous phase was separated. The aqueous phase was re-extracted four times with MTBE (200 g). Afterwards, MTBE (200 g) was added to the aqueous phase, and the pH adjusted to 1 with 50% w/w aqueous H2SO4. The organic phase was washed with water and concentrated to yield 49.4 g of crude 8,8-dimethyl-1-oxa-spiro[4.5]decan-2-one (GC purity: 96.3%).

1. addition10 minutes after the end of the addition
2. temperaturethe mixture was cooled to 50° C.
3. distillationlights were distilled off
4. additionThen, 30% w/w aqueous NaOH (61 g) and MTBE (200 g) were added
5. customwas continued during the night at 40° C.
6. customthe aqueous phase was separated
7. extractionThe aqueous phase was re-extracted four times with MTBE (200 g)
8. additionAfterwards, MTBE (200 g) was added to the aqueous phase
9. washThe organic phase was washed with water
10. concentrationconcentrated

ORD record

ord-233d41f352304ff683ba149e4246e80f

Source dataset

uspto-grants-2005_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06933265B2