反应详情

A mixture of 3.0 g of (2S,3R)-2-octyl-1,3-butanediol, 3.07 g of 4'-cyano-4-biphenylcarboxaldehyde, 0.1 ml of 1N sulfuric acid and 30 ml of toluene was placed under nitrogen in a round flask having a magnetic stirrer, water separator and condenser. The mixture was heated to reflux for 3 hours while separating water. The cooled reaction mixture was poured into aqueous sodium hydrogen carbonate solution and treated with methylene chloride. The aqueous phase was separated and extracted twice with methylene chloride. The combined organic phases were washed twice with water, dried over magnesium sulfate, filtered and evaporated. Recrystallization of the crude product obtained (5.84 g) from a mixture of 200 ml of hexane and 25 ml of ethyl acetate gave 4.97 g of 4'-[(2S,4R,5S)-5-octyl-4-methyl-1,3-dioxan-2-yl]-4-cyanobi-phenyl with m.p. (C-SA) 114.5° C., cl.p. (SA -I) 128.4° C.

1. customwas placed under nitrogen in a round flask
2. temperatureThe mixture was heated
3. temperatureto reflux for 3 hours
4. customwhile separating water
5. customThe cooled reaction mixture
6. customThe aqueous phase was separated
7. extractionextracted twice with methylene chloride
8. washThe combined organic phases were washed twice with water
9. dry with materialdried over magnesium sulfate
10. filtrationfiltered
11. customevaporated
12. customRecrystallization of the crude product
13. customobtained (5.84 g)