Hydrochloric Acid → 2-Amino-4-(2-nitrophenyl)butyric acid hydrochloride

HRID 647848Notes

Reaction equation

HRID 647848 reaction equation
C([NH:4][C:5]([CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[N+:24]([O-:26])=[O:25])(C(OCC)=O)[C:6]([O:8]CC)=[O:7])(=O)C.[ClH:27]>>[ClH:27].[NH2:4][CH:5]([CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[N+:24]([O-:26])=[O:25])[C:6]([OH:8])=[O:7]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 20244794Diethyl acetamido[2-(2-nitrophenyl)ethyl]propanedioate

Product 1

HCID 132435492-Amino-4-(2-nitrophenyl)butyric acid hydrochloride

Procedure

A solution of diethyl 2-acetamido-2-(o-nitrophenethyl)malonate (80 g) in 3N hydrochloric acid (900 ml) was refluxed for 12 hours. The solution was cooled and extracted with ethyl acetate (200 ml). The aqueous solution was filtered, and evaporated to dryness under reduced pressure. The residue was recrystallized from ethanol/ether to give 2-amino-4-(2-nitrophenyl)butyric acid hydrochloride, m.p. 219°-221° (dec).

Workup

  1. temperatureThe solution was cooled
  2. extractionextracted with ethyl acetate (200 ml)
  3. filtrationThe aqueous solution was filtered
  4. customevaporated to dryness under reduced pressure
  5. customThe residue was recrystallized from ethanol/ether

Sources & evidence

ORD record
ord-63a627f38ce24989b7b9d8eb71d49132
Source dataset
uspto-grants-1983_10
Patent number
US04410520

Reaction notes

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