反应详情

To a solution of 4-aminopyridine (3.00 g, 31.9 mmol) in CH2Cl2 (50 mL) at 0° C. was added triethylamine (5.60 mL, 40.0 mmol) and dodecyl chloroformate (8.70 g, 35.0 mmol). The ice bath was removed and the resulting mixture was allowed to warm to rt over 3 h before being poured into saturated aqueous NaHCO3. The product was extracted with CH2Cl2, washed with brine, dried (MgSO4) and concentrated. The crude product was recrystallized from EtOAc/hexanes to give 8.80 g (90% yield) of pure dodecyl carbamate.

1. customThe ice bath was removed
2. additionbefore being poured into saturated aqueous NaHCO3
3. extractionThe product was extracted with CH2Cl2
4. washwashed with brine
5. dry with materialdried (MgSO4)
6. concentrationconcentrated
7. customThe crude product was recrystallized from EtOAc/hexanes