HCID 13672378, compound → HCID 13672382, compound

HRID 542549Notes

Reaction equation

HRID 542549 reaction equation
[CH2:1]([O:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[N+:12]([O-:19])=[C:11]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][OH:31])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>ClCCl>[CH2:1]([O:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[N+:12]([O-:19])=[C:11]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH:30]=[O:31])[CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 13672378HCID 13672378, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 13672382HCID 13672382, compoundYield 79.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In this example, 5 m moles of 4-benzyloxy-2-(11-hydroxyundecyl) quinoline-N-oxide is dissolved in dichloromethane, and 15 m moles of pyridinium chlorochromate is added thereto. Then, the mixture is stirred at room temperature for 2.5 hours. The reaction solution is washed with water and dried over anhydrous sodium sulfate, and the solvent is removed therefrom by distillation. The residue is purified by silica gel column procedure, whereby the captioned compound is obtained as a colorless oily substance (yield: 79.2%).

Workup

  1. washThe reaction solution is washed with water
  2. dry with materialdried over anhydrous sodium sulfate
  3. customthe solvent is removed
  4. distillationby distillation
  5. customThe residue is purified by silica gel column procedure, whereby the captioned compound
  6. customis obtained as a colorless oily substance (yield: 79.2%)

Sources & evidence

ORD record
ord-aee6725ed46c49f2bf12b640be1add4b
Source dataset
uspto-grants-1987_04
Patent number
US04657916

Reaction notes

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