Water → 4-Pyridin-3-yl-benzoic acid

HRID 457916노트

반응식

HRID 457916 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 15152444-Pyridin-3-yl-benzoic acid수율 76%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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%).

후처리

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

출처 및 근거

ORD 기록
ord-ff63d208c8f2443999311b81c20eaebc
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07189754B2

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