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ChemicalBook CAS DataBase List 3-Hydroxy-6-methylpyridine
1121-78-4

3-Hydroxy-6-methylpyridine synthesis

12synthesis methods
-

Yield:1121-78-4 84%

Reaction Conditions:

with L-Selectride in tetrahydrofuran for 24 h;Reflux;Inert atmosphere;chemoselective reaction;

Steps:

Demethylation of Methoxypyridines; General Procedure:
General procedure: Toa solution of 1 (1.00 mmol) in THF (7.0 mL) was added L-selectride(1 M in THF, 3.0 mL, 3.00 mmol, 3 equiv) under an argonatmosphere. After being refluxed and monitored by TLC, thereaction mixture was quenched with MeOH and evaporated invacuo. The residue was purified by silica gel column chromatographyto give the desired compound 2.

References:

Makino, Kosho;Hasegawa, Yumi;Inoue, Takahide;Araki, Koji;Tabata, Hidetsugu;Oshitari, Tetsuta;Ito, Kiyomi;Natsugari, Hideaki;Takahashi, Hideyo [Synlett,2019,vol. 30,# 8,p. 951 - 954]

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