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

HRID 616276Notes

Reaction equation

HRID 616276 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-ee72fc1e23b94754a5efc86cdfec018b
Source dataset
uspto-grants-1978_02
Patent number
US04073783

Reaction notes

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