反应 #1971

反应方程式

DEAD

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

triphenyl phosphine

methanol

→

title product

收率 85.7%

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

收率 85.7%

溶剂

THF

反应条件

后处理

1. 1
   其他were removed under vacuum
2. 2
   其他the residue was purified by flash chromatography on silica gel
3. 3
   洗涤eluting with 1:16 ethyl acetate

实验过程

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.

来源