(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 1028192

Reaction equation

HRID 1028192 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)(I-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-6ef30ff6861c404196202d8c13e54eb8
Source dataset
uspto-grants-2014_05
Patent number
US08735438B2

Linked notes

Loading…