Imidazole → alpha-Methyl-1H-imidazole-1-ethanol

HRID 1389780Notes

Reaction equation

HRID 1389780 reaction equation
C1(C2C=CC=CC=2)C=CC([C:7]([OH:19])([CH2:17]Cl)[CH2:8]C2C=CC(Cl)=CC=2Cl)=CC=1.[H-].[Na+].[NH:28]1[CH:32]=[CH:31][N:30]=[CH:29]1>C(#N)C>[N:28]1([CH2:17][CH:7]([OH:19])[CH3:8])[CH:32]=[CH:31][N:30]=[CH:29]1

Participants

5

Reactant 3

HCID 795ImidazoleHCID 24758Sodium hydrideHCID 20503867HCID 20503867, compound

Product 1

HCID 109233alpha-Methyl-1H-imidazole-1-ethanol

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Conditions

Temperature
80 °C

Procedure

A solution of 39.15 g (0.1 mol) of 2-(4-biphenylyl)-3-chloro-1-(2,4-dichlorophenyl)-propan-2-ol in 300 ml of acetonitrile is added dropwise to a suspension of 3.6 g (0.12 mol) of sodium hydride and 8.2 g (0.12 mol) of imidazole in 200 ml of acetonitrile. After heating to 80° C. for 3 hours, the cooled reaction mixture is filtered and the crystal mass is washed with water and with acetonitrile. 32.5 g (77% of theory) of 2-(4-biphenylyl)-1-(2,4-dichlorophenyl)-3-(imidazol-1-yl-propan-2-ol of melting point 168° C. are obtained.

Workup

  1. customthe cooled reaction mixture
  2. filtrationis filtered
  3. washthe crystal mass is washed with water and with acetonitrile

Sources & evidence

ORD record
ord-db033bcc033e4a278640e9cc2999244e
Source dataset
uspto-grants-1981_01
Patent number
US04246274

Reaction notes

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