Hydrochloric Acid → 3-[(2,2-Dimethylpropanoyl)amino]propanoic acid

HRID 2374809Notes

Reaction equation

HRID 2374809 reaction equation
[NH2:1][CH2:2][CH2:3][C:4]([O:6]C)=[O:5].[C:8](Cl)(=[O:13])[C:9]([CH3:12])([CH3:11])[CH3:10].Cl>[OH-].[Na+]>[CH3:10][C:9]([CH3:12])([CH3:11])[C:8]([NH:1][CH2:2][CH2:3][C:4]([OH:6])=[O:5])=[O:13]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 62493Pivaloyl chlorideHCID 192794Methyl beta-alanate

Product 1

HCID 162279813-[(2,2-Dimethylpropanoyl)amino]propanoic acid

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

558 mg (4.03 mmol) of methyl 3-aminopropionate was dissolved in 20 ml of 1 N aqueous sodium hydroxide solution. 362 mg (3.00 mmol) of pivaloyl chloride was immediately added to the obtained solution, and they were stirred for 4 hours. 15 ml of 2 N aqueous hydrochloric acid was added to the reaction mixture. After extracting with ethyl acetate 3 times followed by drying under anhydrous sodium sulfate, the solvent was evaporated under reduced pressure to obtain the title compound.

Workup

  1. extractionAfter extracting with ethyl acetate 3 times
  2. customby drying under anhydrous sodium sulfate
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-f5d950853a0244369a0b17a8f94909fb
Source dataset
uspto-grants-2008_12
Patent number
US07462630B2

Reaction notes

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