反应详情

Diethylaniline (390 μL, 2.45 mmol) was added 3-(1-hydroxyethyl)benzamide (400 mg, 2.45 mmol) slurried in DCM (20 mL) and the reaction mixture was cooled with an ice -bath. Thionyl chloride ((255 μL, 2.47 mmol) was added dropwise and the reaction was put in the refrigerator overnight. Water was added, the reaction mixture was extracted twice with DCM, washed with a 10% HCl solution, neutralized with a saturated bicarbonate solution, treated with brine, dried (MgSO4), filtered and evaporated to dryness. The crude product was recrystallized from diethylether/hexane to give 335 mg (75% yield) of the title compound as a white solid.

1. customwas put in the refrigerator overnight
2. extractionthe reaction mixture was extracted twice with DCM
3. washwashed with a 10% HCl solution
4. additiontreated with brine
5. dry with materialdried (MgSO4)
6. filtrationfiltered
7. customevaporated to dryness
8. customThe crude product was recrystallized from diethylether/hexane