反应详情

温度

-10 °C

9.25 g (0.056 mole) 4-aminobenzenebutanol is dissolved in 100 ml pyridine and the solution is cooled to ca. -10° C. 17.33 ml (25.65 g) (0.244 mole) methanesulfonyl chloride is added dropwise with vigorous stirring at a rate such that the reaction temperature does not rise beyond -5° C. After all methanesulfonyl chloride is added, the reaction mixture is left in the freezer for two days. The reaction mixture is poured onto 300 ml ice water and extracted with 3×200 ml methylene chloride. The combined organic layers are washed with 1 liter cold 5% HCl in 3 portions. The organic layer is dried over sodium sulfate, filtered, and stripped. The residue is crystallized from ethyl acetate/ether to obtain the title compound.

1. customdoes not rise beyond -5° C
2. extractionextracted with 3×200 ml methylene chloride
3. washThe combined organic layers are washed with 1 liter cold 5% HCl in 3 portions
4. dry with materialThe organic layer is dried over sodium sulfate
5. filtrationfiltered
6. customThe residue is crystallized from ethyl acetate/ether