4-Nitrophenol → HCID 13716845, compound

HRID 1262457Notes

Reaction equation

HRID 1262457 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)([O-:3])=[O:2].Br[CH:12]([CH3:18])[C:13]([O:15][CH2:16][CH3:17])=[O:14].C(=O)([O-])[O-].[K+].[K+].CC(=O)CC>O>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH:12]([CH3:18])[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

6

Reactant 4

HCID 9804-NitrophenolHCID 6569Methyl Ethyl KetoneHCID 11430Potassium CarbonateHCID 79040Ethyl 2-bromopropionate

Product 1

HCID 13716845HCID 13716845, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 28 g of 4-nitrophenol, 36 g of ethyl 2-bromopropionate, 27.6 g of potassium carbonate and 500 ml of butanone was stirred and refluxed for 17 hours. The resulting mixture was diluted with 500 ml of water and extracted with ether. The extract was concentrated in a rotary evaporator and the residue was recrystallized from ether-hexane to give ethyl 2-(4-nitrophenoxy)propionate (1D), as a yellow solid, m.p.: 55-56° C.

Workup

  1. temperaturerefluxed for 17 hours
  2. extractionextracted with ether
  3. concentrationThe extract was concentrated in a rotary evaporator
  4. customthe residue was recrystallized from ether-hexane

Sources & evidence

ORD record
ord-5b7beee896c84cafb2ca929cac2b8ab3
Source dataset
uspto-grants-1984_06
Patent number
US04452626

Reaction notes

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