Ethyl Acrylate → HCID 86733039, compound

HRID 1578395Notes

Reaction equation

HRID 1578395 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:4][CH:3]=1.[C:14]([O:18][CH2:19][CH3:20])(=[O:17])[CH:15]=[CH2:16]>C(O)(=O)C>[C:14]([CH2:15][CH2:16][N:1]([CH2:5][CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:6][CH:7]=1)([O:18][CH2:19][CH3:20])=[O:17]

Participants

4

Reactant 2

HCID 8821Ethyl AcrylateHCID 225219p-Aminophenylacetic acid ethyl ester

Product 1

HCID 86733039HCID 86733039, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The 2-pentenyleneimino starting material is prepared as follows: The mixture of 89.6 g ethyl 4-aminophenylacetate, 400 g ethyl acrylate and 100 ml acetic acid is refluxed for 19 hours and concentrated in vacuo. The concentrate is poured onto 500 ml ice water, the mixture made basic with aqueous sodium hydroxide and extracted with diethyl ether. The extract is dried, filtered, evaported, the residue distilled and the fraction boiling at 211°-213°/0.6 mm Hg collected, to yield the ethyl 4-(bis-carbethoxyethylamino)-phenylacetate.

Workup

  1. temperatureis refluxed for 19 hours
  2. concentrationconcentrated in vacuo
  3. additionThe concentrate is poured onto 500 ml ice water
  4. extractionextracted with diethyl ether
  5. customThe extract is dried
  6. filtrationfiltered
  7. distillationthe residue distilled
  8. customthe fraction boiling at 211°-213°/0.6 mm Hg collected

Sources & evidence

ORD record
ord-9459af4ec26b422c93233710aecc028b
Source dataset
uspto-grants-1976_02
Patent number
US03936467

Reaction notes

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