Sodium → 2-amino-2-(4-chlorophenyl)-N-ethylacetamide

HRID 589567Notes

Reaction equation

HRID 589567 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([NH:14]C(=O)OC(C)(C)C)[C:9]([NH:11][CH2:12][CH3:13])=[O:10])=[CH:4][CH:3]=1.[Na]>Cl.O1CCOCC1>[NH2:14][CH:8]([C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1)[C:9]([NH:11][CH2:12][CH3:13])=[O:10]

Participants

4

Reactant 2

HCID 5360545SodiumHCID 66871077HCID 66871077, compound

Product 1

HCID 581578602-amino-2-(4-chlorophenyl)-N-ethylacetamideYield 99.8%

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

Procedure

A solution of 516 mg (1.65 mM) of tert-butyl 1-(4-chlorophenyl)-2-(ethylamino)-2-oxoethylcarbamate in 2 ml of 4N hydrochloric acid-dioxane solution were stirred at room temperature for 2 h. The reaction mixture was neutralized with an aqueous solution of sodium hydrogenocarbonate and was extracted twice with ethyle acetate. The combined organic layer was washed with water and dried over anhydrous sodium sulfate. The solvent was removed under vacuum to give 350 mg of 2-amino-2-(4-chlorophenyl)-N-ethylacetamide as an oil.

Workup

  1. extractionwas extracted twice with ethyle acetate
  2. washThe combined organic layer was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-e5aa790f920d4461ad5df2556f0ae91c
Source dataset
uspto-grants-2016_01
Patent number
US09233937B2

Reaction notes

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