反应详情

A solution of 2-cyano-4-[{(tert-butyldimethylsilyl)oxy}methyl]pyridine (10.1 g, 40.5 mmol) in 200 mL of anhydrous MeOH is stirred over 12 g of Dowex-50W-H+ ion-exchange resin (pre-washed with MeOH) for a period of 18 hours. After this time, the mixture is filtered and washed with MeOH twice. The combined filtrates are concentrated in vacuo. The crude residue is purified by column chromatography eluting with 50% EtOAc/hexanes to afford the title compound (4.82 g, 35.9 mmol) as an oil.

1. filtrationAfter this time, the mixture is filtered
2. washwashed with MeOH twice
3. concentrationThe combined filtrates are concentrated in vacuo
4. customThe crude residue is purified by column chromatography
5. washeluting with 50% EtOAc/hexanes