Water → Diethyl-2-ethyl-2-(3-cyclohexylpropyl)-malonate

温度

150 °C

Sodium metal (3.16 g, 0.137 g/atom) was dispersed by heating with rapid stirring in 80 ml of dry xylene at 110° to 120° C. The mixture was cooled and the xylene was removed with a filter stick. Dry toluene (300 ml distilled from calcium hydride) was added thereto and followed by the addition of 28.17 g (0.149 mole) of diethyl ethylmalonate. This mixture was slowly heated to 150° C. 3-Cyclohexylpropyl-1-tosylate (28.3 g, 1.1956 mole; prepared by Example 10A) was dissolved in 80 ml of dry toluene. This solution was then added to the sodiodiethylethylmalonate above and the mixture was stirred at 150° C. for 10 hr. The mixture was cooled and poured into 500 ml of water. The phases were separated and the aqueous phase was extracted with 500 ml (2×250 ml) of ether. The ether extract was washed with 250 ml of saturated sodium chloride solution, dried over a anhydrous magnesium sulfate and filtered. The solvents were removed in vacuo. The product was distilled at reduced pressure to yield 19.4 g of the title compound having the following physical characteristics:

1. temperatureby heating
2. temperatureThe mixture was cooled
3. customthe xylene was removed with a filter stick
4. additionDry toluene (300 ml distilled from calcium hydride) was added
5. temperatureThe mixture was cooled
6. customThe phases were separated
7. extractionthe aqueous phase was extracted with 500 ml (2×250 ml) of ether
8. extractionThe ether extract
9. washwas washed with 250 ml of saturated sodium chloride solution
10. dry with materialdried over a anhydrous magnesium sulfate
11. filtrationfiltered
12. customThe solvents were removed in vacuo
13. distillationThe product was distilled at reduced pressure

ORDレコード

ord-15489f8eb5c34cd1b606a254e022aeb4

出典データセット

uspto-grants-1980_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04220795