HCID 19744814, compound → 3-(1H-Imidazol-1-yl)benzenemethanol

HRID 2254450Notes

Reaction equation

HRID 2254450 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[C:8]([N:12]2[CH:16]=[CH:15][N:14]=[CH:13]2)[CH:9]=[CH:10][CH:11]=1)=O)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].C(Cl)(Cl)Cl.CO>C(OCC)C>[OH:3][CH2:4][C:6]1[CH:7]=[C:8]([N:12]2[CH:16]=[CH:15][N:14]=[CH:13]2)[CH:9]=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 19744814HCID 19744814, compoundHCID 21226445Aluminium lithium hydrideHCID 21584188Chloroform methanol

Product 1

HCID 197444983-(1H-Imidazol-1-yl)benzenemethanolYield 92%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

230 mg of 1-(3-ethoxycarbonylphenyl)imidazole see J. Am. Chem. Soc., 79, 4922 (1957)1 was dissolved in ml of ethyl ether, and 50 mg of lithium aluminium hydride was added. The mixture was stirred at room temperature for 2 hours. The reaction mixture was poured into ice water. The organic layer was separated and dried over anhydrous magnesium sulfate. The desiccant was separated by filtration. The solvent was evaporated and then the residue was purified by silica gel column chromatography Wakogel C-200, 20 g; eluting solvent: chloroform/methanol=20/1) to give 160 mg (yield 92%) of the captioned compound as a colorless oil.

Workup

  1. additionwas added
  2. customThe organic layer was separated
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe desiccant was separated by filtration
  5. customThe solvent was evaporated
  6. customthe residue was purified by silica gel column chromatography Wakogel C-200, 20 g

Sources & evidence

ORD record
ord-81e2dad3bd784cb0b040798920470948
Source dataset
uspto-grants-1993_08
Patent number
US05234946

Reaction notes

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