Hydrogen Peroxide → Oct-7-en-1-ol

온도

25 °C

A mixture containing 1.7 liter of anhydrous tetrahydrofuran (distilled from sodium/benzophenone ketyl) and 600 g (5.4 mol) of distilled 1,7-octadiene (Aldrich Chemical Co. Inc.) was prepared under nitrogen. Borane in tetrahydrofuran (1 M, 600 ml, 0.60 mol) was added dropwise to the mixture over a 1.0 hr period while the mixture was maintained at 25° C. The resultant solution was stirred for 1 hr at room temperature and then 25 ml of water was added thereto followed by 300 ml of 3 M sodium hydroxide. These additions were followed by 300 ml of 30% aqueous hydrogen peroxide while maintaining the mixture at 30° to 40° C. The mixture was stirred for 15 min and the phases which formed were separated. The aqueous phase was extracted 3 times with an equal volume of pentane. The combined pentane extracts were washed with 200 ml of 10% aqueous sodium bisulfite, then with saturated aqueous sodium chloride and then dried over magnesium sulfate. The mixture was filtered and the filtrate was evaporated and distilled to yield the title compound (bp 62°-64° C., 20 mm) as a colorless oil having the following physical characteristics:

1. customwas prepared under nitrogen
2. temperaturewhile maintaining the mixture at 30° to 40° C
3. customthe phases which formed
4. customwere separated
5. extractionThe aqueous phase was extracted 3 times with an equal volume of pentane
6. washThe combined pentane extracts were washed with 200 ml of 10% aqueous sodium bisulfite
7. dry with materialwith saturated aqueous sodium chloride and then dried over magnesium sulfate
8. filtrationThe mixture was filtered
9. customthe filtrate was evaporated
10. distillationdistilled

ORD 기록

ord-648d2d409af94c6ebc31e302b01d53f6

출처 데이터셋

uspto-grants-1980_09

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US04220795