反应详情

388 g (2 mol) of dihydro-α-ionone was placed in 2.2 l of methylene chloride in a 10 l four-necked flask fitted with a stirrer, thermometer, condenser and dropping funnel. Then, 660 g (4.6 mol) of potassium dihydrogen phosphate dissolved in 3 l of water was added and the resulting emulsion was cooled in an ice bath. 1.6 (2.3 mol) of sodium hypochlorite solution (~12%) was added at about 10° within 1.5 hours and, after about 3 hours at 15°, a further 350 ml (0.5 mol) was added. The pH value of the mixture was adjusted to ~5.5 with acetic acid and it was stirred at room temperature. After a total reaction time of 27 hours the phases were separated and the aqueous phase was extracted 4 times with methylene chloride. The combined organic phases were washed neutral once with water, twice with saturated NaHCO3 solution and a further 3 times with water, dried over MgSO4, filtered and evaporated (bath temperature=room temperature). 407.45 g 4-(3-chloro-2-methylidene-6,6-dimethyl-cyclohex-1-yl)-butan-2-one was obtained as a yellow liquid.

1. customfitted with a stirrer
2. customthermometer, condenser and dropping
3. additionwas added
4. temperaturethe resulting emulsion was cooled in an ice bath
5. additiona further 350 ml (0.5 mol) was added
6. customAfter a total reaction time of 27 hours the phases were separated
7. extractionthe aqueous phase was extracted 4 times with methylene chloride
8. washThe combined organic phases were washed neutral once with water, twice with saturated NaHCO3 solution
9. dry with materiala further 3 times with water, dried over MgSO4
10. filtrationfiltered
11. customevaporated (bath temperature=room temperature)