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Potassium Hydroxide → 2-Acetamido-3-aminobutanoic acid

HRID 1981639
Notes
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Reaction equation

HRID 1981639 reaction equation
[C:1]([NH:4][CH:5]([CH:11]([NH2:13])[CH3:12])[C:6]([O:8]CC)=[O:7])(=[O:3])[CH3:2].[OH-].[K+]>CO>[C:1]([NH:4][CH:5]([CH:11]([NH2:13])[CH3:12])[C:6]([OH:8])=[O:7])(=[O:3])[CH3:2]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 23319786Ethyl 2-acetamido-3-aminobutyrate

Product 1

HCID 233197902-Acetamido-3-aminobutanoic acidYield 95%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
23 °C

Procedure

Five grams of ethyl 2-acetamido-3-aminobutyrate were dispersed in 10 ml of cold methanol, after which 1.51 g of potassium hydroxide in 15 ml of methanol were added. The mixture was stirred in an ice bath and then allowed to warm to 23° C. over a period of 18 hours. The solvent was removed at reduced pressure, and the residue was dissolved in a minimum of warm water and adjusted to a pH of 6.5 with hydrochloric acid. Upon cooling, crystals of 2-acetamido-3-aminobutyric acid were formed in a 95% yield.

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Workup

  1. customThe solvent was removed at reduced pressure
  2. dissolutionthe residue was dissolved in a minimum of warm water
  3. temperatureUpon cooling

Sources & evidence

ORD record
ord-93ec49bf76a64ada9ad588bd7047da24
Source dataset
uspto-grants-1986_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04593118

Reaction notes

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