Hydrochloric Acid → 1-[3-(aminomethyl)phenyl]ethan-1-one hydrochloride

HRID 1734011Notes

Reaction equation

HRID 1734011 reaction equation
[CH3:1][C:2]1([C:7]2[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=2)[CH2:10][NH2:11])OCC[O:3]1.[ClH:15]>CO>[ClH:15].[C:2]([C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=1)[CH2:10][NH2:11])(=[O:3])[CH3:1]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10726441[3-(2-Methyl-1,3-dioxolan-2-yl)phenyl]methanamine

Product 1

HCID 247213721-[3-(aminomethyl)phenyl]ethan-1-one hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 3-(2-methyl-1,3-dioxolan-2-yl)benzylamine (57.2 g) in 1N hydrochloric acid (500 ml) and methanol (500 ml) was stirred at room temperature for 2 hours. The solvent was removed under reduced pressure. The residue was dissolved in methanol. The resulting precipitate was removed by filtration. The solvent was removed under reduced pressure. Recrystallization from a mixture of ethanol and acetone afforded 3-acetylbenzylamine hydrochloride (31.2 g).

Workup

  1. customThe solvent was removed under reduced pressure
  2. dissolutionThe residue was dissolved in methanol
  3. customThe resulting precipitate was removed by filtration
  4. customThe solvent was removed under reduced pressure
  5. customRecrystallization
  6. additionfrom a mixture of ethanol and acetone

Sources & evidence

ORD record
ord-205cfc1d3f0f472e8b6e80b5f4dff919
Source dataset
uspto-grants-1996_07
Patent number
US05532258

Reaction notes

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