Potassium Hydroxide → potassium (S)-2-(2-morpholinoacetamido)propanoate

HRID 58916Notes

Reaction equation

HRID 58916 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]([NH:10][C@@H:11]([CH3:16])[C:12]([O:14]C)=[O:13])=[O:9])[CH2:3][CH2:2]1.[OH-].[K+:18]>CO>[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]([NH:10][C@@H:11]([CH3:16])[C:12]([O-:14])=[O:13])=[O:9])[CH2:3][CH2:2]1.[K+:18]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 117690875HCID 117690875, compound

Product 1

HCID 131737033potassium (S)-2-(2-morpholinoacetamido)propanoateYield 92%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Crude (S)-methyl 2-(2-morpholinoacetamido)propanoate was dissolved in methanol (10 mL) and KOH (20 mL of a 1N solution, 0.020 mmol). The reaction mixture was stirred for 3 h then concentrated, dissolved in methanol, and filtered. The filtrate was concentrated to provide potassium (S)-2-(2-morpholinoacetamido)propanoate (8.38 g, 92% over 2 steps) as a colorless oil. MS (EI) for C9H15KN2O4, found 217.2 [M−K]+.

Workup

  1. concentrationthen concentrated
  2. dissolutiondissolved in methanol
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-a31eb302c1b54d62a650160013c07a23
Source dataset
uspto-grants-2016_09
Patent number
US09434761B2

Reaction notes

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