Propanoic acid, 2-bromo-2-methyl-, ethyl ester → HCID 20329866, compound

HRID 2058081Notes

Reaction equation

HRID 2058081 reaction equation
[Na].[CH2:2]([N:6]=[CH:7][C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1)[CH:3]([CH3:5])[CH3:4].Br[C:16]([CH3:23])([CH3:22])[C:17]([O:19][CH2:20][CH3:21])=[O:18]>C(O)C>[CH2:2]([N:6]=[CH:7][C:8]1[CH:9]=[CH:10][C:11]([O:14][C:16]([CH3:23])([CH3:22])[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:12][CH:13]=1)[CH:3]([CH3:5])[CH3:4]

Participants

5

Reactant 3

HCID 11745Propanoic acid, 2-bromo-2-methyl-, ethyl esterHCID 5360545SodiumHCID 13570230858336-74-6

Product 1

HCID 20329866HCID 20329866, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(a) To 100 ml of absolute ethanol is added 0.80 g of sodium, and 5.5 g of 4-(N-isobutylformimidoyl)phenol is added to the solution. Subsequently, 6.78 g of ethyl 2-bromo-2-methylpropionate is further added. The mixture is refluxed under heating and with stirring for 10 hours. After distilling off the ethanol from the reaction mixture, water is added to the residue, which is then extracted three times with benzene. The extract is washed with water twice and dried, and the solvent is removed therefrom to give 5.61 g of ethyl 2-[4-(N-isobutylformimidoyl)phenoxy]-2-methylpropionate in the form of a pale orange oil.

Workup

  1. additionis added to the solution
  2. temperatureThe mixture is refluxed
  3. temperatureunder heating
  4. distillationAfter distilling off the ethanol from the reaction mixture, water
  5. additionis added to the residue, which
  6. extractionis then extracted three times with benzene
  7. washThe extract is washed with water twice
  8. customdried
  9. customthe solvent is removed

Sources & evidence

ORD record
ord-1105c7d9b69b4eef85eb60360791e1fe
Source dataset
uspto-grants-1980_07
Patent number
US04214094

Reaction notes

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