反应详情

To 32.5 g. of chloromethyl p-chloro-α,α-dimethyl- benzyl sulfide (prepared from p-chloro-α,α-dimethyl α -toluenethiol obtained as in Example 1 from p-chloro-α,α-dimethylbenzyl alcohol) in 250 ml. of acetone is added 23.4 g. of potassium O,O-diethyl phosphorodithioate. After stirring the mixture for several hours at room temperature the bulk of the acetone is removed under vacuum and the residue is mixed with methylene chloride. The methylene chloride mixture is washed with water and then dried over magnesium sulfate. Removal of solvent under vacuum leaves 38.2 g. of crude product which is purified by the dry-column technique on a 1.5 inch diameter column of silica gel using 25% methylene chloride in hexane as the developing solvent and ultraviolet light for detection. A major band, cut from the column and eluted with ethyl acetate, affords 12.8 g. colorless product on concentration. It is homogeneous by thin layer chromatography and the structure is consistent with both the infrared and proton magnetic resonance spectra.

1. customis removed under vacuum
2. additionthe residue is mixed with methylene chloride
3. washThe methylene chloride mixture is washed with water
4. dry with materialdried over magnesium sulfate
5. customRemoval of solvent under vacuum
6. customleaves 38.2 g
7. customof crude product which is purified by the dry-column technique on a 1.5 inch diameter column of silica gel using 25% methylene chloride in hexane as the developing solvent and ultraviolet light for detection
8. washeluted with ethyl acetate
9. customaffords 12.8 g
10. concentrationcolorless product on concentration