Ethyl Acrylate → HCID 86733039, compound

HRID 1730801Notes

Reaction equation

HRID 1730801 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, evaporated, 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. customevaporated
  8. distillationthe residue distilled
  9. customthe fraction boiling at 211°-213°/0.6 mm Hg collected

Sources & evidence

ORD record
ord-cb377db087854d8ebbb92ffad5155b70
Source dataset
uspto-grants-1976_11
Patent number
US03993763

Reaction notes

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