Sodium Hydroxide → 3-(1-phenyl-1H-imidazol-2-yl)phenol

HRID 539484Notes

Reaction equation

HRID 539484 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]([C:9]2[N:10]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:11]=[CH:12][N:13]=2)[CH:6]=[CH:7][CH:8]=1.Cl.N1C=CC=CC=1.[OH-].[Na+]>O>[C:14]1([N:10]2[CH:11]=[CH:12][N:13]=[C:9]2[C:5]2[CH:4]=[C:3]([OH:2])[CH:8]=[CH:7][CH:6]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 10176127Pyridinium chlorideHCID 571284632-(3-methoxyphenyl)-1-phenyl-1H-imidazole

Product 1

HCID 706545343-(1-phenyl-1H-imidazol-2-yl)phenol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
200 °C

Procedure

To a 500 mL round bottom flask was added 2-(3-methoxyphenyl)-1-phenyl-1H-imidazole (6.52 g, 26.0 mmol) and pyridine hydrochloride (24.08 g, 208 mmol). The reaction mixture was heated to 200° C. for 3 h under nitrogen. The reaction mixture was cooled to room temperature and the solid was added to water. The aqueous mixture was adjusted to pH 7 with sodium hydroxide solution. A gray solid was filtered off, washed with water, and dried (5.38 g, 83%).

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationA gray solid was filtered off
  3. washwashed with water
  4. customdried (5.38 g, 83%)

Sources & evidence

ORD record
ord-19ca3054e261458080412f09dfdb3ee9
Source dataset
uspto-grants-2014_10
Patent number
US08871361B2

Reaction notes

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