1-(6-Bromo-2-pyridinyl)-1-pentanol → 1-(6-Bromopyridin-2-yl)pentan-1-one

HRID 1391774

反応式

HRID 1391774 の反応式
[Br:1][C:2]1[N:7]=[C:6]([CH:8]([OH:13])[CH2:9][CH2:10][CH2:11][CH3:12])[CH:5]=[CH:4][CH:3]=1>C(Cl)(Cl)Cl.[O-2].[Mn+2]>[Br:1][C:2]1[N:7]=[C:6]([C:8](=[O:13])[CH2:9][CH2:10][CH2:11][CH3:12])[CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 1

HCID 586299071-(6-Bromo-2-pyridinyl)-1-pentanol

生成物 1

HCID 586298071-(6-Bromopyridin-2-yl)pentan-1-one収率 62.2%

試薬・触媒・溶媒 2

HCID 160959Manganese oxide触媒HCID 6212Chloroform溶媒

実験手順

To a stirring solution of 1-(6-bromo-2-pyridinyl)-1-pentanol (1.01 g, 4.15 mmol) in chloroform (27 mL) was added manganese oxide (14.24 g, 0.16 mol) portion-wise over 4 h. The mixture was then left to stir for an additional 3.5 h and was then filtered through celite placed directly on the top of a SPE (silica, 20 g cartridge) eluting with chloroform. The filtrate was reduce under vacuum and then purified further by SPE (silica, 20 g cartridge) eluting with cyclohexane:EtOAc (gradient 100:1 to 5:1) afforded the title compound as an oil (625 mg).

後処理

  1. waitThe mixture was then left
  2. filtrationwas then filtered through celite
  3. washeluting with chloroform
  4. custompurified further by SPE (silica, 20 g cartridge)
  5. washeluting with cyclohexane

出典と根拠

ORDレコード
ord-4b6bb5c3f566461f9d013386517b42cf
出典データセット
uspto-grants-2008_03
特許番号
US07338960B2

関連ノート

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