تفاعل #43803

معادلة التفاعل

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

TFA

Et3SiH

→

desired product

المردود 10.0%

3-Benzyl-5-bromopyridin-4-ol

المردود 10.0%

المذيبات

CH2Cl2

ظروف التفاعل

المعالجة

1. 1
   تركيزIt was concentrated in vacuo
2. 2
   أخرىthe residue was purified by flash column on silica gel eluting with hexane/EtOAc/MeOH//600:300:50
3. 3
   أخرىto obtain an impure product which
4. 4
   أخرىwas triturated with a small amount of MeOH and Et2O

الإجراء التجريبي

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).

المصدر