Hydrochloric Acid → HCID 53998100, compound

HRID 428608Notes

Reaction equation

HRID 428608 reaction equation
[Mg].[CH2:2]([N:9]1[C:13]([C:14](=[O:16])[CH3:15])=[CH:12][N:11]=[CH:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl.O1[CH2:22][CH2:21][CH2:20][CH2:19]1>>[CH2:2]([N:9]1[C:13]([C:14]([OH:16])([CH2:19][CH2:20][C:21]2[CH:22]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH3:15])=[CH:12][N:11]=[CH:10]1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 8028Tetrahydrofuran3×HCID 5462224MagnesiumHCID 116153681-(1-Benzyl-1H-imidazol-5-yl)ethan-1-one

Product 1

HCID 53998100HCID 53998100, compound

Procedure

1.0 g of magnesium turnings are covered with 5 ml of dry tetrahydrofuran. To the mixture is added 7.8 g of (2-bromoethyl)benzehe in 30 ml of dry tetrahydrofuran at such a rate that a smooth reaction is maintained. The mixture is then heated under reflux for one hour. After being cooled to room temperature, 3.0 g of 1-(3-benzyl-3H-imidazol-4-yl)-ethanone in 20 ml of tetrahyrofuran is added dropwise to the Grignard reagent and the reaction mixture is refluxed for one hour. The cooled reaction mixture is poured into a cold dilute hydrochloric acid solution. Work-up of the mixture gives the crude product, which is recrystallized from ethyl acetate. The yield is 3.3 g.

Workup

  1. customthat a smooth reaction
  2. temperatureis maintained
  3. temperatureThe mixture is then heated
  4. temperatureunder reflux for one hour
  5. temperaturethe reaction mixture is refluxed for one hour
  6. customThe cooled reaction mixture

Sources & evidence

ORD record
ord-24ce03cde6434c6aa55e8cba59e3fed8
Source dataset
uspto-grants-2001_11
Patent number
US06313311B1

Reaction notes

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