반응 #9613

반응 방정식

hydrogen peroxide

sodium hypophosphite hydrate

1-hexene

hydrogen peroxide

→

n-hexylphosphinic acid

수율 82.4%

용매

ethanol

sulfuric acid

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   온도The resulting mixture was refluxed for 8 hs
3. 3
   온도to reflux for another 8 hs
4. 4
   온도The resulting mixture was cooled
5. 5
   여과filtered
6. 6
   기타the ethanol was removed
7. 7
   기타a rotary evaporator
8. 8
   workup.ADDITIONTo the resulting residue, 200 mL water was added
9. 9
   workup.ADDITION50% sodium hydroxide solution was added until the solution
10. 10
    추출The mixture was extracted twice with 200 mL diethyl ether
11. 11
    추출The aqueous layer was extracted with 200 mL ethyl acetate
12. 12
    세척the organic layer was washed with saturated sodium chloride
13. 13
    건조dried over anhydrous magnesium sulfate
14. 14
    기타The organic layer was decanted
15. 15
    세척the drying agent was washed with another 50 mL ethyl acetate
16. 16
    기타The combined organic layers were evaporated on a rotary evaporator

실험 절차

To a mixture of 95.2 g (0.898 mol) of sodium hypophosphite hydrate in 600 mL 95% ethanol, 23.8 mL of concentrated sulfuric acid was added. 1-hexene (25.2 g, 0.30 mol) was added to the stirred mixture followed by 1.76 g (0.0155 mol) of 30% hydrogen peroxide. The resulting mixture was refluxed for 8 hs, and then another 1.14 g (0.0101 mol) of hydrogen peroxide was added and the reaction mixture was continued to reflux for another 8 hs. The resulting mixture was cooled, filtered, and then the ethanol was removed using a rotary evaporator. To the resulting residue, 200 mL water was added and then 50% sodium hydroxide solution was added until the solution became alkaline. The mixture was extracted twice with 200 mL diethyl ether, and the aqueous phase was then acidified with concentrated sulfuric acid. The aqueous layer was extracted with 200 mL ethyl acetate, and the organic layer was washed with saturated sodium chloride and then dried over anhydrous magnesium sulfate. The organic layer was decanted and the drying agent was washed with another 50 mL ethyl acetate. The combined organic layers were evaporated on a rotary evaporator. 37.0 g n-hexylphosphinic acid (82.4% yield) was obtained.

출처