Hydrochloric Acid → HCID 22258171, compound

HRID 1610827Notes

Reaction equation

HRID 1610827 reaction equation
FC1C=C(C=CC=1)C([N:7]1[C:11]([CH3:12])=[C:10]([CH3:13])[N:9]=[C:8]1[C:14]1[C:22](F)=[C:21]([C:24]([C:26]2C=C[CH:29]=[C:28]([F:32])[CH:27]=2)=C)C=CC=1C([O-])=O)=O.[OH2:36].[ClH:37]>>[ClH:37].[CH3:13][C:10]1[N:9]=[C:8]([CH2:14][C:22]([C:21]2[CH:24]=[CH:26][CH:27]=[C:28]([F:32])[CH:29]=2)=[O:36])[NH:7][C:11]=1[CH3:12]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 131725255HCID 131725255, compound

Product 1

HCID 22258171HCID 22258171, compoundYield 23%

Procedure

12.97 g crude compound of Example VII are refluxed 1.5 h in 200 ml concentrated hydrochloric acid. The mixture is cooled to rT and 200 mL water are added. The solution is extracted twice with toluene and the aqueous phase is concentrated under vacuum. The residue is stirred with ethanol, filtered, washed once with ethyl acetate and once with petrol ether and dried to yield 1.7 g (23% of th.) 2-(4,5-Dimethyl-1H-imidazol-2-yl)-1-(3-fluorophenyl)ethanone hydrochloride.

Workup

  1. temperatureThe mixture is cooled
  2. extractionThe solution is extracted twice with toluene
  3. concentrationthe aqueous phase is concentrated under vacuum
  4. filtrationfiltered
  5. washwashed once with ethyl acetate and once with petrol ether
  6. customdried

Sources & evidence

ORD record
ord-7f70737a1b2549ca8c9432c557443f1b
Source dataset
uspto-grants-2006_01
Patent number
US06984646B2

Reaction notes

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