Sodium Bicarbonate → HCID 13231125, compound

HRID 1388112Notes

Reaction equation

HRID 1388112 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:7].[CH2:14]([O:16][C:17]([NH:19][N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1)=[O:18])[CH3:15].C(=O)([O-])O.[Na+]>C(O)C>[C:6]([CH2:5][CH2:4][CH2:3][CH2:2][N:23]1[CH2:22][CH2:21][N:20]([NH:19][C:17]([O:16][CH2:14][CH3:15])=[O:18])[CH2:25][CH2:24]1)(=[O:7])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 111840715-bromo-1-phenyl-1-pentanoneHCID 13200156Ethyl piperazin-1-ylcarbamate

Product 1

HCID 13231125HCID 13231125, compoundYield 89.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

29.2 g of 5-bromovalerophenone and 23 g of 1-(ethoxycarbonylamino)piperazine were dissolved in 250 ml of ethanol. 30.5 g of sodium hydrogen carbonate was added, and the mixture was heated under reflux for 6 hours. Ethanol was evaporated from the reaction mixture. After addition of water, the residue was extracted with benzene. The extract was recrystallized from benzene-hexane to give 36.2 g of the title compound having a melting point of 105° to 106° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 6 hours
  3. customEthanol was evaporated from the reaction mixture
  4. additionAfter addition of water
  5. extractionthe residue was extracted with benzene
  6. customThe extract was recrystallized from benzene-hexane

Sources & evidence

ORD record
ord-7b854dfbbeb74cc7b77ea9df3fa74c23
Source dataset
uspto-grants-1984_02
Patent number
US04430342

Reaction notes

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