反应详情

温度

50 °C

A two liter three necked round bottom flask was equipped with a mechanical stirrer, condenser, thermometer, two neck adapter, drying tube and a nitrogen inlet. 1-Methyl-1-cyclohexylmethanol (71.2 g; 0.555 mole) (the compound of Example 7a) was added to the reaction vessel followed by 100 ml of xylene and 43.4 ml (0.555 mole) of epichlorohydrin. The reaction was heated to 50° C. while stirring under nitrogen. 1.45 g (0.0056 mole) of SnCl4 was added. The reaction exothermed suddenly to 140° C. and slowly cooled to 50° C. The reaction was kept at 50° C. in a water bath for 1.5 hr, then cooled to 5°C. with an ice bath. Cold 20% sodium hydroxide (prepared from 40 g of 50% NaOH) was added followed by 47.4 g (0.666 mole) of pyrrolidine. The ice bath was removed, the reaction was heated to reflux for one hr, cooled to RT, diluted with about one liter of water and extracted twice with ether. The combined ether extracts were washed with water, brine, dried over anhydrous potassium carbonate, filtered through dicalite and concentrated in vacuo to give 143.39 g of crude product a light yellow viscous oil. The crude oil was distilled twice to yield 7.6 g (55%) of the title compound, bp 139°-154° C. (0.025 mm).

1. customthermometer, two neck adapter, drying tube and a nitrogen inlet
2. customexothermed suddenly to 140° C.
3. temperatureslowly cooled to 50° C
4. temperaturecooled to 5°C. with an ice bath
5. customThe ice bath was removed
6. temperaturethe reaction was heated
7. temperatureto reflux for one hr
8. temperaturecooled to RT
9. additiondiluted with about one liter of water
10. extractionextracted twice with ether
11. washThe combined ether extracts were washed with water, brine
12. dry with materialdried over anhydrous potassium carbonate
13. filtrationfiltered through dicalite
14. concentrationconcentrated in vacuo
15. customto give 143.39 g of crude product a light yellow viscous oil
16. distillationThe crude oil was distilled twice