(2,3-Dimethylphenyl)(1-trityl-1H-imidazol-5-yl)methanone → 1-(2,3-Dimethylphenyl)-2-phenyl-1-(1-trityl-1h-imidazol-5-yl)ethanol

HRID 600936Notes

Reaction equation

HRID 600936 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]([C:11]1[N:15]([C:16]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:14]=[N:13][CH:12]=1)=[O:10].[CH2:35]([Mg]Br)[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1>ClCCl>[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]([C:11]1[N:15]([C:16]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:14]=[N:13][CH:12]=1)([OH:10])[CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1

Participants

4

Reactant 2

HCID 42631463(2,3-Dimethylphenyl)(1-trityl-1H-imidazol-5-yl)methanoneHCID 178419663HCID 178419663, compound

Product 1

HCID 574376781-(2,3-Dimethylphenyl)-2-phenyl-1-(1-trityl-1h-imidazol-5-yl)ethanol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of (2,3-dimethylphenyl)(l-trityl-1H imidazol-5-yl)methanone (450 mg, 1.01 mmol) in dichloromethane (25 mL) at room temperature was treated with benzyl magnesium bromide (1.51 mmol) and allowed to react at room temperature and the reaction mixture was then stirred at room temperature for 5 hours. The mixture was quenched with water (10 mL) and a sat. solution of ammonium chloride (10 mL). The residue was isolated in a typical aqueous to give 1-(2,3-dimethylphenyl)-2-phenyl-1-(1-trityl-1H-imidazol-5-yl)ethanol (Intermediate 8) crude, which was taken to the next step without any purification.

Workup

  1. customto react at room temperature
  2. customThe mixture was quenched with water (10 mL)
  3. customThe residue was isolated in a typical aqueous

Sources & evidence

ORD record
ord-c655188af47c4cffae7479f12d8bed46
Source dataset
uspto-grants-2011_03
Patent number
US07902247B2

Reaction notes

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