反応 #43803

反応方程式

3-bromo-5-(hydroxy(phenyl)methyl)pyridin-4-ol

TFA

Et3SiH

→

desired product

収率 10.0%

3-Benzyl-5-bromopyridin-4-ol

収率 10.0%

溶媒

CH2Cl2

反応条件

後処理

1. 1
   濃縮It was concentrated in vacuo
2. 2
   その他the residue was purified by flash column on silica gel eluting with hexane/EtOAc/MeOH//600:300:50
3. 3
   その他to obtain an impure product which
4. 4
   その他was triturated with a small amount of MeOH and Et2O

実験手順

A mixture of 3-bromo-5-(hydroxy(phenyl)methyl)pyridin-4-ol (2.55 g, 91 mmol), TFA (16 mL) and Et3SiH in CH2Cl2 (30 mL) at rt for 10 h. It was concentrated in vacuo and the residue was purified by flash column on silica gel eluting with hexane/EtOAc/MeOH//600:300:50 followed by hexane/EtOAc/MeOH//400:400:50:10 to obtain an impure product which was triturated with a small amount of MeOH and Et2O to obtain the desired product (255 mg, 10%) as a white solid. 1H NMR (DMSO-d6) δ 11.75 (br s, 1H), 8.13 (s, 1H), 7.54 (s, 1H), 7.26-7.14 (m, 5H), 2.49 (s, 2H).

出典