Trifluoroacetic anhydride → 2-Bromo-6-(hydroxymethyl)pyridin-3-ol

反応式

[Br:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[C:4]([CH3:9])[N+:3]=1[O-].C(OC(C(F)(F)F)=O)(C(F)(F)F)=[O:12]>>[Br:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[C:4]([CH2:9][OH:12])[N:3]=1

参加物

反応物 2

HCID 9845Trifluoroacetic anhydride

HCID 569256502-Bromo-3-hydroxy-6-methylpyridine 1-oxide

生成物 1

HCID 160446662-Bromo-6-(hydroxymethyl)pyridin-3-ol

実験手順

A solution of 2-bromo-3-hydroxy-6-methylpyridine 1-oxide 29 (15 g, 0.075 mol) in TFAA (50 mL, 0.375 mol) and was stirred at 40° C. for 24 h. The solvent was removed under vacuum. The residue was purified by column chromatography (silica gel: EA:Hex, 2:1). Yield: 4.5 g, 30%. 1H NMR (CDCl3): δ 7.32 (d, J=8.0 Hz, 1H), 7.25 (d, J=8.5 Hz, 1H), 4.56 (s, 2H).

後処理

customThe solvent was removed under vacuum
customThe residue was purified by column chromatography (silica gel: EA:Hex, 2:1)

出典と根拠

ORDレコード: ord-c68b22bfcca54895b6ac97f63476c008
出典データセット: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US09062072B2

反応ノート

読み込み中…

参加物