반응 #43803

반응 방정식

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

TFA

Et3SiH

→

desired product

수율 10.0%

3-Benzyl-5-bromopyridin-4-ol

수율 10.0%

용매

CH2Cl2

반응 조건

후처리

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

실험 절차

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).

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