Sodium Hydroxide → HCID 59808430, compound

HRID 1010583Notes

Reaction equation

HRID 1010583 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[CH:11][N:12]([CH2:14][CH2:15][C:16]([NH2:19])([CH3:18])[CH3:17])[CH:13]=2)=[CH:5][CH:4]=1.Cl.N1C=CC=CC=1.[OH-].[Na+]>C(OCC)(=O)C>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[N:10]=[CH:11][N:12]([CH2:14][CH2:15][C:16]([NH2:19])([CH3:17])[CH3:18])[CH:13]=2)=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 10176127Pyridinium chlorideHCID 59808432HCID 59808432, compound

Product 1

HCID 59808430HCID 59808430, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

1.0 g (4.00 mmol) 3-[4-(4-methoxy-phenyl)-imidazol-1-yl]-1,1-dimethyl-propylamine and 4.00 g pyridine hydrochloride were stirred for 2 h at 200° C. in a sealed reaction vessel in a microwave. The reaction mixture was poured into 40 mL ice water and 40 mL ethyl acetate, the pH of the aqueous phase was adjusted to over 9 with sodium hydroxide solution (2M) and the phases were separated. The aqueous phase was extracted five times with 50 mL ethyl acetate. The combined organic phases were dried over magnesium sulphate and the solvent was eliminated using the rotary evaporator. 0.530 g (2.16 mmol, 54%) 3-[4-(4-hydroxy-phenyl)-imidazol-1-yl]-1,1-dimethyl-propylamine were obtained as a colourless solid.

Workup

  1. customthe phases were separated
  2. extractionThe aqueous phase was extracted five times with 50 mL ethyl acetate
  3. dry with materialThe combined organic phases were dried over magnesium sulphate
  4. customthe rotary evaporator

Sources & evidence

ORD record
ord-4ea0ffc7249743f8b82b06dfba431310
Source dataset
uspto-grants-2011_07
Patent number
US07977334B2

Reaction notes

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