반응 #1971

반응 방정식

DEAD

4-t-butoxy-2,3,6-trifluoro-5-hydroxypyridine

triphenyl phosphine

methanol

→

title product

수율 85.7%

4-t-butoxy-2,3,6-trifluoro-5-methoxypyridine

수율 85.7%

용매

THF

반응 조건

후처리

1. 1
   기타were removed under vacuum
2. 2
   기타the residue was purified by flash chromatography on silica gel
3. 3
   세척eluting with 1:16 ethyl acetate

실험 절차

To a solution of 237 mg (1.07 mmol) of 4-t-butoxy-2,3,6-trifluoro-5-hydroxypyridine, from step 275a above, in 3 mL of anhydrous THF was added 335 mg (1.277 mmol) of triphenyl phosphine and 0.060 mL (1.48 mmol) of methanol. To this solution was added 0.200 mL (1.270 mmol) of DEAD dropwise at room temperature. The reaction was complete in 10 min, so the solvents were removed under vacuum and the residue was purified by flash chromatography on silica gel, eluting with 1:16 ethyl acetate:hexane to give 215.6 mg of the title product as a colorless liquid after removal of the solvent.

출처