Hydrochloric Acid → 2-Amino-4-(4-octylphenyl)butanoic acid hydrochloride

HRID 635458Notes

Reaction equation

HRID 635458 reaction equation
C([NH:4][C:5]([CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:20][CH:19]=1)(C(OCC)=O)[C:6]([O:8]CC)=[O:7])(=O)C.[ClH:32]>C(O)C>[ClH:32].[NH2:4][CH:5]([CH2:16][CH2:17][C:18]1[CH:19]=[CH:20][C:21]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:22][CH:23]=1)[C:6]([OH:8])=[O:7]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 98457531,3-Diethyl 2-(acetylamino)-2-(2-(4-octylphenyl)ethyl)propanedioate

Product 1

HCID 701487132-Amino-4-(4-octylphenyl)butanoic acid hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Diethyl 2-acetamido-2-[2-(4-octylphenyl)ethyl]malonate (20 g) was added to a 5N aqueous hydrochloric acid solution (350 ml) and the mixture was refluxed under heating for 6.5 hours. Ethanol (45 ml) was added to the mixture and the whole mixture was further refluxed under heating for 1.5 hours. The reaction mixture was concentrated under reduced pressure to give the subject compound (20 g). MS: 292(M+).

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 6.5 hours
  3. temperaturethe whole mixture was further refluxed
  4. temperatureunder heating for 1.5 hours
  5. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-f701f181eede4620a7a4b2093375c6c0
Source dataset
uspto-grants-2001_02
Patent number
US06187821B1

Reaction notes

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