Lithium Hydroxide → 355390-94-2

HRID 2414689Notes

Reaction equation

HRID 2414689 reaction equation
[C:1]([O:5][C:6]([N:8]([CH2:16][CH:17]=[CH2:18])[CH2:9][CH2:10][C:11]([O:13]CC)=[O:12])=[O:7])([CH3:4])([CH3:3])[CH3:2].[Li+].[OH-].OS([O-])(=O)=O.[K+]>CO>[C:1]([O:5][C:6]([N:8]([CH2:16][CH:17]=[CH2:18])[CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 516920Potassium bisulfateHCID 11265362N-[(1,1-Dimethylethoxy)carbonyl]-N-2-propen-1-yl-beta-alanine ethyl ester

Product 1

HCID 22645368355390-94-2Yield 89.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of ethyl N-(tert-butoxycarbonyl)-3-(2-propenylamino)propionate (1.0 g, 3.89 mmol) in methanol (10 mL) was added 1N aqueous LiOH solution (5.0 mL). After stirring overnight, the mixture was acidified to pH 2.5 with 20% aqueous KHSO4 solution, and extracted with ethyl acetate. The extract was dried over Na2SO4, and evaporated in vacuo to give N-(tert-butoxycarbonyl)-3-(2-propenylamino)propionic acid (0.8 g, 3.49 mmol, 89.7%) as a colourless oil.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe extract was dried over Na2SO4
  3. customevaporated in vacuo

Sources & evidence

ORD record
ord-f8813bcb4e07489684255476a42626d5
Source dataset
uspto-grants-2004_11
Patent number
US06812235B2

Reaction notes

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