反应详情

Large scale reaction: Sodium iodide (2.45 g; 16.3 mmol) was added to a suspension of chloroacetamide 6 (5.67 g; 16.3 mmol), piperidinium chloride 7.5 (4.85 g; 19.5 mmol) and DIPEA (7.0 mL; 40.2 mmol) in 3:1 acetonitrile:THF (480 mL). After 19.5 h the reaction was concentrated on a rotary evaporator. EtOAc (250 mL) was added and the suspension was washed with 50% saturated NaHCO3 (1×50 mL), water (2×25 mL) and saturated NaCl (2×35 mL). The orange-brown solution was dried over MgSO4; charcoal (0.86 g) was added and this was filtered then concentrated leaving a light orange foam. The crude material was purified on silica gel (850 mL) with 12-9:1 EtOAc:i-PrOH. Product was obtained as a pale yellow/off-white hard foam (7.82 g; 92%).

1. customLarge scale reaction
2. concentrationAfter 19.5 h the reaction was concentrated on a rotary evaporator
3. additionEtOAc (250 mL) was added
4. washthe suspension was washed with 50% saturated NaHCO3 (1×50 mL), water (2×25 mL) and saturated NaCl (2×35 mL)
5. dry with materialThe orange-brown solution was dried over MgSO4
6. additioncharcoal (0.86 g) was added
7. filtrationthis was filtered
8. concentrationthen concentrated
9. customleaving a light orange foam
10. customThe crude material was purified on silica gel (850 mL) with 12-9:1 EtOAc
11. customProduct was obtained as a pale yellow/off-white hard foam (7.82 g; 92%)