反应详情

4-Methyl-benzenesulfonyl chloride (21 g, 110.0 mmol, 1.1 equiv.) was added at 0° C. to a solution of 3-methoxy-propan-1-ol (9 g, 100.0 mmol, 1.0 equiv.) in pyridine (16.1 ml, 200.0 mmol, 2.0 equiv.). After 1 hr at 0° C. a white solid was formed. It was diluted with water and extracted twice with ethyl acetate. The combined organics were washed with KHSO4/K2SO4 and brine, dried over Na2SO4, filtered, evaporated and crystallized from ether (hygroscopic) to give toluene-4-sulfonic acid 3-methoxy-propyl ester, 21.4 g, m/e 245.0 (MH+).

1. customAfter 1 hr at 0° C. a white solid was formed
2. extractionextracted twice with ethyl acetate
3. washThe combined organics were washed with KHSO4/K2SO4 and brine
4. dry with materialdried over Na2SO4
5. filtrationfiltered
6. customevaporated
7. customcrystallized from ether (hygroscopic)