Benzene → HCID 23322207, compound

HRID 280360

Reaction equation

HRID 280360 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)([O-:3])=[O:2].C1C=CC=CC=1.[OH-].[CH2:18]([N+:20]([CH2:25][CH3:26])([CH2:23][CH3:24])[CH2:21][CH3:22])[CH3:19]>O>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O-:10])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH2:18]([N+:20]([CH2:25][CH3:26])([CH2:23][CH3:24])[CH2:21][CH3:22])[CH3:19]

Participants

5

Reactant 3

HCID 241BenzeneHCID 9804-NitrophenolHCID 6509Tetraethylammonium Hydroxide

Product 1

HCID 23322207HCID 23322207, compoundYield 94.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-nitrophenol (13.9 g, 0.10 mol) and benzene (250 mL) was treated with tetraethylammonium hydroxide (14.7 g, 0.10 mol), added as a 20% aqueous solution. The mixture was heated under reflux until all water was removed by azeotropic distillation. The solution was allowed to cool with continued stirring. Upon standing, 25.4 g of a yellow solid was obtained; it was recrystallized from THF. 1H NMR (CDCl3) confirmed the title compound.

Workup

  1. temperatureThe mixture was heated
  2. customwas removed by azeotropic distillation
  3. temperatureto cool with continued stirring

Sources & evidence

ORD record
ord-ee8ea755095f40dfa79c74726b8d381f
Source dataset
uspto-grants-1986_05
Patent number
US04588795

Linked notes

Loading…