Ethylamine → Ethyl 3-(ethylamino)-3-oxopropanoate

HRID 2398620Notes

Reaction equation

HRID 2398620 reaction equation
[C:1]([CH2:6][C:7](Cl)=[O:8])([O:3][CH2:4][CH3:5])=[O:2].[CH2:10]([NH2:12])[CH3:11]>C1C=CC=CC=1>[CH2:10]([NH:12][C:7](=[O:8])[CH2:6][C:1]([O:3][CH2:4][CH3:5])=[O:2])[CH3:11]

Participants

4

Reactant 2

HCID 6341EthylamineHCID 118931Ethyl 3-chloro-3-oxopropionate

Product 1

HCID 12510522Ethyl 3-(ethylamino)-3-oxopropanoate

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To 15.0 g. (0.1 mole) of carboethoxyacetyl chloride in 150 ml. of benzene is added, with cooling, 9.9 g. (0.22 mole) of ethylamine in 50 ml. of the same solvent. The reaction mixture is allowed to stir at room temperature overnight, followed by filtration. The filtrate is washed with water, dried over sodium sulfate and concentrated to dryness. The residual product is washed several times with diisopropyl ether and dried in vacuo. The crude product is employed in the next reaction without further purification.

Workup

  1. temperaturewith cooling
  2. filtrationfollowed by filtration
  3. washThe filtrate is washed with water
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated to dryness
  6. washThe residual product is washed several times with diisopropyl ether
  7. customdried in vacuo
  8. customThe crude product is employed in the next reaction without further purification

Sources & evidence

ORD record
ord-9157894be9f94370bc0f859023c163b5
Source dataset
uspto-grants-1977_05
Patent number
US04025506

Reaction notes

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