反应详情

To 3.5 ml of a water-acetone (1:1) solvent were added 66.6 mg of the osmium oxide carried by the carrier of the present invention obtained in Example 4, 21.5 mg of 1,4-bis(9-o-dihydroquinidil)phthalazine, 362.2 mg of potassium ferricyanide and 152.0 mg of potassium carbonate, followed by reacting at 30° C. for 1 hour while stirring. And 59.0 mg of trans-β-methylstyrene dissolved in 1.5 ml of a water-acetone (1:1) solvent were added to the reaction solution and followed by reacting for another 2 hours while stirring. And further, 362.2 mg of potassium ferricyanide and 152.0 mg of potassium carbonate were added to the reaction solution and followed by reacting for another 2 hours while stirring. After the reaction was terminated by adding methanol, the filtrate obtained by filtrating the reaction solution was concentrated to some extent. The obtained product was dissolved in 5 ml of methylene chloride and filtrated using Celite. The filtrate was concentrated and purified using a silica gel thin-layer chromatography, to obtain 70.6 mg of a desired diol, 1-phenyl-1,2-propane diol (yield 85%) (97% ee).

1. additionwere added to the reaction solution
2. waitby reacting for another 2 hours
3. stirringwhile stirring
4. waitby reacting for another 2 hours
5. stirringwhile stirring
6. customAfter the reaction was terminated
7. additionby adding methanol
8. customthe filtrate obtained
9. filtrationby filtrating the reaction solution
10. concentrationwas concentrated to some extent
11. dissolutionThe obtained product was dissolved in 5 ml of methylene chloride
12. filtrationfiltrated
13. concentrationThe filtrate was concentrated
14. custompurified