Imidazole → HCID 19908895, compound

HRID 1534994Notes

Reaction equation

HRID 1534994 reaction equation
[CH:1]12[O:7][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6]2.[NH:8]1[CH:12]=[CH:11][N:10]=[CH:9]1>C(O)C>[NH:8]1[CH:12]=[CH:11][N:10]=[C:9]1[CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][CH:1]1[OH:7]

Participants

4

Reactant 2

HCID 795ImidazoleHCID 9246Cyclohexene oxide

Product 1

HCID 19908895HCID 19908895, compoundYield 76.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of cyclohexene oxide (Va) (9.81 g), ethanol (25 ml) and imidazole (13.6 g) was refluxed under heating for 70 hours and the ethanol is removed by evaporation. After addition of a small amount of water, the residue was extracted with chloroform. The extract was washed with a saturated aqueous solution of sodium chloride, dried and evaporated to give 2-imidazolylcyclohexanol (IVa) (12.7 g) as crystaline residue (yield 76%). Mp. 133°-134° C. NMR: δ (CDCl3) 1.3-2.2m8H, 3.6m2H, 4.86s1H, 6.83s1H, 6.89s1H, 7.30s1H ppm.

Workup

  1. temperaturewas refluxed
  2. temperatureunder heating for 70 hours
  3. customthe ethanol is removed by evaporation
  4. additionAfter addition of a small amount of water
  5. extractionthe residue was extracted with chloroform
  6. washThe extract was washed with a saturated aqueous solution of sodium chloride
  7. customdried
  8. customevaporated

Sources & evidence

ORD record
ord-447f409ad2d74cb9ac69e93e2f2017fb
Source dataset
uspto-grants-1992_02
Patent number
US05091539

Reaction notes

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