反应详情

To a solution of 19.8 g (0.092 mole) of pyridinium chlorochromate in 80 mL of methylene chloride is added a solution of 7.8 g (0.046 mole) of 2-(4-chlorophenyl)propanol in 20 mL of methylene chloride. After one hour this mixture is diluted with 100 mL of diethyl ether, and the remaining solution is decanted from the insoluble material. Additional diethyl ether is added to the solids, and, after being mixed thoroughly, the solution is decanted from the solids and combined with the original solution. The combination is washed sequentially with 10 mL of a 10% aqueous solution of sodium hydroxide, 10 mL of 10% hydrochloric acid, and finally with 10 mL of water. After being dried over an hydrous magnesium sulfate, this solution is evaporated under reduced pressure, leaving a residue. This residue is passed through a column of silica gel, eluting with ethyl acetate/hexane (5:95). Product-containing fractions are combined, and the solvent is evaporated from the combined fractions under reduced pressure, leaving 2-(4-chlorophenyl)propionaldehyde as the residue.

1. customthe remaining solution is decanted from the insoluble material
2. additionAdditional diethyl ether is added to the solids
3. additionafter being mixed thoroughly
4. customthe solution is decanted from the solids
5. washThe combination is washed sequentially with 10 mL of a 10% aqueous solution of sodium hydroxide, 10 mL of 10% hydrochloric acid
6. dry with materialAfter being dried over an hydrous magnesium sulfate
7. customthis solution is evaporated under reduced pressure
8. customleaving a residue
9. washeluting with ethyl acetate/hexane (5:95)
10. customthe solvent is evaporated from the combined fractions under reduced pressure