Cornforth reagent → 3-(1-Nitro-2-naphthoyl)benzonitrile

HRID 1191303ノート

反応式

HRID 1191303 の反応式
[OH:1][CH:2]([C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]=1[N+:21]([O-:23])=[O:22])[C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[C:6]#[N:7].[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1>ClCCl>[N+:21]([C:12]1[C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:19]=[CH:20][C:11]=1[C:2]([C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[C:6]#[N:7])=[O:1])([O-:23])=[O:22]

参加物

4

反応物 2

HCID 2724130Cornforth reagentHCID 866904453-[Hydroxy(1-nitronaphthalen-2-yl)methyl]benzonitrile

生成物 1

HCID 866904463-(1-Nitro-2-naphthoyl)benzonitrile収率 86.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 3-[hydroxy(1-nitronaphthalen-2-yl)methyl]benzonitrile (7.37 g, 24.2 mmol) in dichloromethane (70 mL) was added silica gel (30 g) and pyridinium dichromate (13.7 g, 36.3 mmol), and stirred for 18 hours. The reaction mixture was filtered, and the residue was washed with chloroform. The filtrate was concentrated to dryness, and the residue was recrystallized from ethyl acetate, and washed with hexane to give the titled compound as a pale yellow crystal (6.32 g, yield 86%).

後処理

  1. filtrationThe reaction mixture was filtered
  2. washthe residue was washed with chloroform
  3. concentrationThe filtrate was concentrated to dryness
  4. customthe residue was recrystallized from ethyl acetate
  5. washwashed with hexane

出典と根拠

ORDレコード
ord-1419e081f6a949c6aec4ed7feba67278
出典データセット
uspto-grants-2014_03
特許番号
US08680110B2

反応ノート

読み込み中…