反応 #1971

反応方程式

DEAD

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

triphenyl phosphine

methanol

→

title product

収率 85.7%

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

収率 85.7%

溶媒

THF

反応条件

後処理

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

実験手順

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.

出典