Imidazole → HCID 53929732, compound

HRID 1284076Notes

Reaction equation

HRID 1284076 reaction equation
[CH2:1]([O:3][C:4](=[O:20])[CH2:5][C:6](Cl)([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:2].[NH:21]1[CH:25]=[CH:24][N:23]=[CH:22]1>C(#N)C>[CH2:1]([O:3][C:4](=[O:20])[CH2:5][C:6]([C:22]1[NH:21][CH:25]=[CH:24][N:23]=1)([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:2]

Participants

4

Reactant 2

HCID 795ImidazoleHCID 54407474HCID 54407474, compound

Product 1

HCID 53929732HCID 53929732, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

14.4 g (0.05 mole) β-chloro-β,β-diphenyl-propionic acid ethyl ester (prepared from β-hydroxy-β,β-diphenyl-propionic acid ethyl ester, Ber. 40, 4538, by treatment with phosphorus pentachloride) are heated in 100 ml acetonitrile with 10 g imidazole at boiling temperature for 16 hours. The solvent is distilled off in a vacuum, the residue treated with 50 ml of water and extracted with methylene chloride. After drying, the solvent is distilled off in a vacuum. The β-imidazolyl-β,β-diphenyl-propionic acid ethyl ester is thus obtained in the form of crystals of m.p. 75° C.

Workup

  1. customfor 16 hours
  2. distillationThe solvent is distilled off in a vacuum
  3. additionthe residue treated with 50 ml of water
  4. extractionextracted with methylene chloride
  5. customAfter drying
  6. distillationthe solvent is distilled off in a vacuum

Sources & evidence

ORD record
ord-aac2acc8298c435a8c4f984ec99b36d3
Source dataset
uspto-grants-1976_08
Patent number
US03978069

Reaction notes

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