Hydrochloric Acid → HCID 22258285, compound

HRID 1610824Notes

Reaction equation

HRID 1610824 reaction equation
FC1C=CC(C([N:8]2[C:12]([CH3:13])=[C:11]([CH3:14])[N:10]=[C:9]2[CH:15]=[C:16](C2C=C(F)C=CC=2C([O-])=O)[C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)=O)=CC=1.[OH2:36].[ClH:37]>>[ClH:37].[CH3:13][C:12]1[N:8]=[C:9]([CH2:15][C:16]([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)=[O:36])[NH:10][C:11]=1[CH3:14]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 131725254HCID 131725254, compound

Product 1

HCID 22258285HCID 22258285, compoundYield 10%

Procedure

12.97 g crude compound of Example III 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 0.74 g (10% of th.) 2-(4,5-Dimethyl-1H-imidazol-2-yl)-1-(4-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-4029611210ec471596dccb945f31af2a
Source dataset
uspto-grants-2006_01
Patent number
US06984646B2

Reaction notes

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