Hydrochloric Acid → HCID 13890978, compound

HRID 2165553Notes

Reaction equation

HRID 2165553 reaction equation
C([O:3][C:4](=[O:27])[C:5]([NH:23]C(=O)C)([CH:11]([C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][CH:14]=1)[CH3:12])C(OCC)=O)C.Cl>C(O)(=O)C>[NH2:23][CH:5]([CH:11]([C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][CH:14]=1)[CH3:12])[C:4]([OH:27])=[O:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53699606HCID 53699606, compound

Product 1

HCID 13890978HCID 13890978, compoundYield 73.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 2-acetylamino-2-[1-(1-naphthyl)ethyl]propanedioic acid diethyl ester (21.59 g) in a mixture of concentrated hydrochloric acid (100 ml) and acetic acid (70 ml) was refluxed for 13 hours. The mixture was concentrated under reduced pressure and the residue was dissolved in water (100 ml). The solution was neutralized to pH 5 with 30% sodium hydroxide. The precipitated crystalline solid was collected by filtration to give 2-amino-3-(1-naphthyl)butyric acid (9.76 g).

Workup

  1. temperaturewas refluxed for 13 hours
  2. concentrationThe mixture was concentrated under reduced pressure
  3. dissolutionthe residue was dissolved in water (100 ml)
  4. filtrationThe precipitated crystalline solid was collected by filtration

Sources & evidence

ORD record
ord-7e8656a5ce0341fe9ef53caea6ab66d8
Source dataset
uspto-grants-1990_07
Patent number
US04940709

Reaction notes

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