Water → 4-Pyridin-3-yl-benzoic acid

HRID 457916ノート

反応式

HRID 457916 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][CH:8]=2)[CH:2]=1.[O-:14][Mn](=O)(=O)=O.[K+].[OH2:20]>N1C=CC=CC=1>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:8]=[CH:9][C:10]([C:13]([OH:14])=[O:20])=[CH:11][CH:12]=2)[CH:2]=1

参加物

5

反応物 3

HCID 962WaterHCID 516875Potassium PermanganateHCID 41331893-(4-methylphenyl)pyridine

生成物 1

HCID 15152444-Pyridin-3-yl-benzoic acid収率 76%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a mixture of 4-(3-pyridyl)toluene (35 g, 0.207 mol) in pyridine (400 ml) and water (400 ml) was added KMnO4 (163 g, 1.03 mol) in portions and refluxed for 12 h. The reaction mixture was filtered through celite and acidified with conc. HCl. The product was washed with water and dried to give 4-(3-pyridyl)benzoic acid (32 g, 76%) as a white solid. To a mixture of 4-(3-pyridyl)benzoic acid (22 g, 0.11 mol) in THF (2.51), mCPBA (152 g, 0.44 mol, 50%) was added and stirred at RT for 12 h. The solid was filtered, and washed with THF to give 4-(1-oxido-3-pyridinyl)benzoic acid (20 g, 86%).

後処理

  1. temperaturerefluxed for 12 h
  2. filtrationThe reaction mixture was filtered through celite
  3. washThe product was washed with water
  4. customdried

出典と根拠

ORDレコード
ord-ff63d208c8f2443999311b81c20eaebc
出典データセット
uspto-grants-2007_03
特許番号
US07189754B2

反応ノート

読み込み中…