Imidazole → HCID 57104362, compound

HRID 1284081Notes

Reaction equation

HRID 1284081 reaction equation
[CH3:1][O:2][C:3](=[O:16])[C:4]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([C:6]([CH3:9])([CH3:8])[CH3:7])Cl.[NH:17]1[CH:21]=[CH:20][N:19]=[CH:18]1>C(#N)C>[CH3:1][O:2][C:3](=[O:16])[C:4]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([C:6]([CH3:9])([CH3:8])[CH3:7])[C:18]1[NH:17][CH:21]=[CH:20][N:19]=1

Participants

4

Reactant 2

HCID 795ImidazoleHCID 57099855HCID 57099855, compound

Product 1

HCID 57104362HCID 57104362, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

12.7 g (0.05 mole) phenyl-tert.-butyl-chloroacetic acid methyl ester (b.p. 96°C./0.3 mm Hg) are heated to the boil for 17 hours with 10 g imidazole and 100 ml acetonitrile. After the solvent has been distilled off in a vacuum, treatment with 70 ml of water is effected followed by extraction with methylene chloride. The methylene chloride is again extracted with 30 ml of water, dried and distilled off in a vacuum. There is so obtained the phenyl-tert.-butyl-imidazolyl-acetic acid methyl ester as oil, which solidifies after a long time.

Workup

  1. distillationAfter the solvent has been distilled off in a vacuum, treatment with 70 ml of water
  2. extractionis effected followed by extraction with methylene chloride
  3. extractionThe methylene chloride is again extracted with 30 ml of water
  4. customdried
  5. distillationdistilled off in a vacuum

Sources & evidence

ORD record
ord-720ed6c0a2a348d1b61720e909bbd3d4
Source dataset
uspto-grants-1976_08
Patent number
US03978069

Reaction notes

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