Sodium Hydroxide → (R)-2-Amino-N-benzyl-3-methoxypropionamide

HRID 74118Notes

Reaction equation

HRID 74118 reaction equation
[CH2:1]([NH:8][C:9](=[O:20])[C@H:10]([NH:14]C(OCC)=O)[CH2:11][O:12][CH3:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>Cl>[NH2:14][C@H:10]([CH2:11][O:12][CH3:13])[C:9]([NH:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:20]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 53344987(R)-N-benzyl-2-(ethoxycarbonylamino)-3-methoxypropionamide

Product 1

HCID 10104501(R)-2-Amino-N-benzyl-3-methoxypropionamide

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

To a 100 mL single-neck flask, 5.6 g (0.02 mol) (R)-N-benzyl-2-(ethoxycarbonylamino)-3-methoxypropionamide and 50 mL 31% concentrated hydrochloric acid were added, the mixture was heated and refluxed for 6-10 hr. After the reaction was completed, 30% sodium hydroxide solution was added to adjust the pH value of the system to 8-9. The reaction liquid was extracted with 50 mL×2 dichloromethane, and dried over anhydrous sodium sulfate. The product can be directly used in following synthesis without further purification.

Workup

  1. temperaturethe mixture was heated
  2. temperaturerefluxed for 6-10 hr
  3. customThe reaction liquid
  4. extractionwas extracted with 50 mL×2 dichloromethane
  5. dry with materialdried over anhydrous sodium sulfate
  6. customsynthesis
  7. customwithout further purification

Sources & evidence

ORD record
ord-32f1f12b1afc40549466fadd21b89ab8
Source dataset
uspto-grants-2014_09
Patent number
US08829226B2

Reaction notes

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