Ethyl Acetate → HCID 5744412, compound

HRID 1462020Notes

Reaction equation

HRID 1462020 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.Br[CH:14]([CH3:20])[C:15]([O:17][CH2:18][CH3:19])=[O:16].C(=O)([O-])[O-].[K+].[K+].C(OCC)(=O)C>C(O)C>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]1[CH2:8][CH2:9][N:10]([CH:14]([CH3:20])[C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:11][CH2:12]1

Participants

6

Reactant 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 79040Ethyl 2-bromopropionateHCID 944591-(2-Pyridyl)piperazine

Product 1

HCID 5744412HCID 5744412, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1-(2-pyridyl)piperazine (15.0 grams; 0.092 moles), ethyl 2-bromopropionate (16.7 grams; 0.092 moles) and potassium carbonate (12.7 grams; 0.092 moles) in absolute ethanol (150 cc) is boiled under reflux for about three hours. After cooling, the mixture is filtered, the filtrate is allowed to evaporate and finally the residue is distilled under vacuo, giving the product, b.p. 130°-132° C. (0.01 mm); Rf=0.37 (from ethyl acetate); IR (neat) νmax: 1730, 1600, 1490, 1440, 1320, 1250, 1160, 985, 780 cm-1.

Workup

  1. temperatureunder reflux for about three hours
  2. temperatureAfter cooling
  3. filtrationthe mixture is filtered
  4. customto evaporate
  5. distillationfinally the residue is distilled under vacuo
  6. customgiving the product, b.p. 130°-132° C. (0.01 mm)

Sources & evidence

ORD record
ord-c03b51b7d5264897aafb13bd25d31d3f
Source dataset
uspto-grants-1984_07
Patent number
US04457931

Reaction notes

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