反应详情

A 57% oil dispersion of sodium hydride (11.8 g, 0.28 mole NaH) was added to 150 ml of tetrahydrofuran. The suspension was stirred and gently heated, and 15.84 g (0.12 mole) of 1,7-heptanediol in 75 ml of tetrahydrofuran was added gradually over a period of 90 minutes. An additional 25 ml of tetrahydrofuran was then added, and the reaction mixture was stirred at reflux for five hours. An additional 150 ml of tetrahydrofuran was added, and to the stirred warm mixture there was added dropwise a solution of 28.9 g (0.25 mole) of sulfamoyl chloride in 150 ml of tetrahydrofuran over a two hour period. The reaction mixture was stirred at reflux for five hours, then cooled and treaated dropwise with 125 ml of water. The mixture was acidified with 2N hydrochloric acid, and the organic layer was separated and dried over anhydrous sodium sulfate. The solvent was removed in vacuo and the residue triturated with ethyl acetate to give a yellow solid which was recrystallized from an ethyl acetate--hexane mixture to give 22.0 g of 1,7-heptanediol disulfamate as colorless granules, m.p. 87°-88° C.

1. temperaturegently heated
2. stirringthe reaction mixture was stirred
3. temperatureat reflux for five hours
4. temperatureto the stirred warm mixture there
5. stirringThe reaction mixture was stirred
6. temperatureat reflux for five hours
7. temperaturecooled
8. customthe organic layer was separated
9. dry with materialdried over anhydrous sodium sulfate
10. customThe solvent was removed in vacuo
11. customthe residue triturated with ethyl acetate
12. customto give a yellow solid which
13. customwas recrystallized from an ethyl acetate