Sodium Hydroxide → HCID 57936043, compound

HRID 1912487Notes

Reaction equation

HRID 1912487 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([CH3:21])([CH3:20])[CH2:10][C:11]([NH:13][CH2:14][C:15]([O:17]CC)=[O:16])=[O:12])=[CH:4][CH:3]=1.[OH-].[Na+]>C1COCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]([CH3:21])([CH3:20])[CH2:10][C:11]([NH:13][CH2:14][C:15]([OH:17])=[O:16])=[O:12])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57936037HCID 57936037, compound

Product 1

HCID 57936043HCID 57936043, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl 2-(3-(4-chlorophenylamino)-3-methylbutanamido)acetate (1.34 g, 4.49 mmol) in THF (20 mL), was added aq. sodium hydroxide (10 mL, 4.49 mmol). The mixture was stirred at rt overnight. The reaction was quenched with 1N HCl, extracted into EtOAc, and the combined organic extracts were dried over Na2SO4 and concentrated to give 2-(3-(4-chlorophenylamino)-3-methylbutanamido)acetic acid (1.2 g, 99% yield) as a yellow solid.

Workup

  1. customThe reaction was quenched with 1N HCl
  2. extractionextracted into EtOAc
  3. dry with materialthe combined organic extracts were dried over Na2SO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-50ae01013eb1455dbc1cfc2714fddc7a
Source dataset
uspto-grants-2013_12
Patent number
US08609664B2

Reaction notes

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