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

HRID 2235993Notes

Reaction equation

HRID 2235993 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][C:5]([O:7]C)=[O:6].[C:9](Cl)(=[O:14])[C:10]([CH3:13])([CH3:12])[CH3:11].Cl>[OH-].[Na+]>[CH3:11][C:10]([CH3:13])([CH3:12])[C:9]([NH:2][CH2:3][CH2:4][C:5]([OH:7])=[O:6])=[O:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 62493Pivaloyl chlorideHCID 2734767Methyl 3-aminopropanoate hydrochloride

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 hydrochloride 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 solution 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-363b6d23bf564406afee79a79511d753
Source dataset
uspto-grants-2010_05
Patent number
US07713957B2

Reaction notes

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