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Hydrochloric Acid → 3-amino-4-methyl-pentan-2-one

HRID 327795
Notes
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Reaction equation

HRID 327795 reaction equation
C([NH:4][CH:5]([CH:9]([CH3:11])[CH3:10])[C:6](=[O:8])[CH3:7])(=O)C.[ClH:12]>C(O)C>[ClH:12].[O:8]=[C:6]([CH:5]([NH2:4])[CH:9]([CH3:11])[CH3:10])[CH3:7]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 12344670HCID 12344670, compound

Product 1

HCID 149026413-amino-4-methyl-pentan-2-oneYield 63%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of N-acetyl-2-keto-3-amino-4-methylpentane (6.33 g, 40.3 mmol) and 6M hydrochloric acid (65 ml) was heated at reflux overnight. The reaction mixture was cooled to room temperature, ethanol (100 ml) was added and the mixture concentrated under reduced pressure. The mixture was triturated with ether to give a precipitate which was collected by filtration. Crystallisation from acetone gave 2-keto-3-amino-4-methylpentane hydrochloride (2.9 g, 63%) as a white crystalline solid.

Workup

  1. temperaturewas heated
  2. temperatureat reflux overnight
  3. concentrationthe mixture concentrated under reduced pressure
  4. customThe mixture was triturated with ether
  5. customto give a precipitate which
  6. filtrationwas collected by filtration
  7. customCrystallisation from acetone

Sources & evidence

ORD record
ord-cedb8de6facd4d2cb277e55f0f74b1f2
Source dataset
uspto-grants-1993_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05274094

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes