Hydrochloric Acid → HCID 53855211, compound

HRID 1762402Notes

Reaction equation

HRID 1762402 reaction equation
[CH:1]1([CH:7]([CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)[N:8]2[C:12]([C:13]([O:15]C)=[O:14])=[CH:11][N:10]=[CH:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+].Cl>O>[CH:17]1([CH:7]([CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[N:8]2[C:12]([C:13]([OH:15])=[O:14])=[CH:11][N:10]=[CH:9]2)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 20040725HCID 20040725, compound

Product 1

HCID 53855211HCID 53855211, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 6 parts methyl 1-[(dicyclohexyl)methyl]-1H-imidazol-5-carboxylate, 6 parts of a sodium hydroxide solution 50% and 100 parts of water is stirred for 2 hours at reflux temperature. The reaction mixture is acidified with concentrated hydrochloric acid and the product is extracted with trichloromethane. The extract is dried, filtered and evaporated. The residue is boiled for 2 hours in acetonitrile. The precipitated product is filtered off and dried, yielding 1-[(dicyclohexyl)methyl]-1H-imidazole-5-carboxylic acid; mp. 253° C. (compound 4).

Workup

  1. temperatureat reflux temperature
  2. extractionthe product is extracted with trichloromethane
  3. customThe extract is dried
  4. filtrationfiltered
  5. customevaporated
  6. waitThe residue is boiled for 2 hours in acetonitrile
  7. filtrationThe precipitated product is filtered off
  8. customdried

Sources & evidence

ORD record
ord-e7233d57d66c4386b49f9c35f9129155
Source dataset
uspto-grants-1989_05
Patent number
US04832732

Reaction notes

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