반응 #685031

반응 방정식

ubiquinone

water

sodium dithionite

→

ubiquinol

ubiquinone

용매

heptane

반응 조건

후처리

1. 1
   workup.STIRRING(stirring power: 0.3 kW/m3)
2. 2
   기타an aqueous solution prepared
3. 3
   workup.ADDITIONwas gradually added as a reducing agent
4. 4
   기타the reduction reaction
5. 5
   기타was carried out at 25° C.
6. 6
   기타After the lapse of 2 hours, the aqueous layer was removed from the reaction mixture
7. 7
   세척the heptane layer was washed 6 times with 1,000 g of a degassed saturated saline
8. 8
   workup.STIRRINGunder stirring
9. 9
   workup.STIRRING(stirring power: 0.3 kW/m3)
10. 10
    기타to give a white slurry
11. 11
    기타The slurry obtained
12. 12
    여과was filtered under reduced pressure
13. 13
    세척the obtained wet crystals were washed serially with cold heptane, cold ethanol, cold water, cold ethanol, and cold heptane in that order (the temperature of each cold solvent
14. 14
    세척for washing
15. 15
    기타was 2° C.
16. 16
    기타The wet crystals were then dried under reduced pressure (20 to 40° C., 133 to 400 Pa)
17. 17
    기타to recover 93 g
18. 18
    기타of white dry crystals (yield: 92.8 mole %, purity: 99.3%)

실험 절차

In 1,000 g of heptane, 100 g of ubiquinone (product of Kaneka Corporation) was dissolved at 25° C. Under stirring (stirring power: 0.3 kW/m3), an aqueous solution prepared by adding 1,000 ml of water to 100 g of sodium dithionite (purity: 75% or higher) was gradually added as a reducing agent and the reduction reaction was carried out at 25° C. and pH 4 to 6. After the lapse of 2 hours, the aqueous layer was removed from the reaction mixture and the heptane layer was washed 6 times with 1,000 g of a degassed saturated saline. This heptane layer was cooled to 2° C. under stirring (stirring power: 0.3 kW/m3) to give a white slurry. The whole of the above operation was carried out under a nitrogen atmosphere. The slurry obtained was filtered under reduced pressure and the obtained wet crystals were washed serially with cold heptane, cold ethanol, cold water, cold ethanol, and cold heptane in that order (the temperature of each cold solvent used for washing was 2° C.). The wet crystals were then dried under reduced pressure (20 to 40° C., 133 to 400 Pa) to recover 93 g of white dry crystals (yield: 92.8 mole %, purity: 99.3%). The ubiquinol/ubiquinone ratio of the product crystals was 99.6/0.4. As analyzed by HPLC in the conventional manner, the steric configurations of both the ubiquinol and ubiquinone obtained were (all-E)-isomers.

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