Hydrochloric Acid → HCID 70529345, compound

HRID 128241Notes

Reaction equation

HRID 128241 reaction equation
[I-].[CH:2]1([N:8]2[CH:12]=[CH:11][CH:10]=[C:9]2[CH2:13][N+:14]([CH3:17])([CH3:16])C)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[NH:18]1C=CN=[CH:19]1.[ClH:23]>C(O)C.CCOCC>[ClH:23].[CH:2]1([N:8]2[CH:12]=[CH:11][CH:10]=[C:9]2[CH2:13][N:14]2[CH:16]=[CH:19][N:18]=[CH:17]2)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 795ImidazoleHCID 23468998HCID 23468998, compound

Product 1

HCID 70529345HCID 70529345, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of (1-cyclohexyl-pyrrol-2-yl)methyl trimethylammonium iodide (3.48 g) and imidazole (0.68 g) in ethanol (70 ml) was heated under reflux for 3 hours. The solution was evaporated and the residue was chromatographed on silica gel. Elution with chloroform gave an oil which was dissolved in ether. An excess of ethereal hydrogen chloride was added and the resulting solid was filtered off and crystallised from methanol/ethyl acetate to give 1-cyclohexyl-2-(imidazol-1-ylmethyl) pyrrole hydrochloride as a hygroscopic solid (0.80 g), m.p. 147°-149°.

Workup

  1. temperatureunder reflux for 3 hours
  2. customThe solution was evaporated
  3. customthe residue was chromatographed on silica gel
  4. washElution with chloroform
  5. customgave an oil which
  6. filtrationthe resulting solid was filtered off
  7. customcrystallised from methanol/ethyl acetate

Sources & evidence

ORD record
ord-ac27bf84372a4395bc7784f009941fd7
Source dataset
uspto-grants-1981_03
Patent number
US04259345

Reaction notes

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