反应详情

2-Chloroethyl chloroformate (0.72 ml, 6.7 mmol) was added dropwise to a solution of 4-methylthiomorpholine-1,1-dioxide (11.0 g, 6.7 mmol) in toluene (10 ml) at 0° C. under N2. After 10 min, the reaction was warmed and maintained at reflux for 2 h. On cooling, the reaction mixture was evaporated, partitioned between EtOAc and H2O, the organic layer separated and washed sequentially with dilute HCl and saturated brine, the organic layer dried over Na2SO4 and evaporated. The residue was taken up in MeOH (10 ml) and heated at reflux for 2 h, after which time the reaction mixture was evaporated and triturated with EtOAc to afford the subtitle compound (415 mg, 36%) as a solid. Rf 0.34 (CH2Cl2/MeOH/0.88NH3 90/10/1, v/v). MS m/z 136 (MH+).

1. temperaturethe reaction was warmed
2. temperaturemaintained
3. temperatureat reflux for 2 h
4. temperatureOn cooling
5. customthe reaction mixture was evaporated
6. custompartitioned between EtOAc and H2O
7. customthe organic layer separated
8. washwashed sequentially with dilute HCl and saturated brine
9. dry with materialthe organic layer dried over Na2SO4
10. customevaporated
11. temperatureheated
12. temperatureat reflux for 2 h
13. customafter which time the reaction mixture was evaporated
14. customtriturated with EtOAc