Sodium Hydroxide → HCID 21318118, compound

HRID 263078Notes

Reaction equation

HRID 263078 reaction equation
Cl[CH2:2][C:3]([CH3:6])([OH:5])[CH3:4].[Cl:7][C:8]1[CH:21]=[CH:20][C:11]([O:12][C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=2)=[CH:10][CH:9]=1.[OH-].[Na+]>C(O)C.O>[Cl:7][C:8]1[CH:21]=[CH:20][C:11]([O:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH2:2][C:3]([CH3:6])([OH:5])[CH3:4])=[CH:15][CH:14]=2)=[CH:10][CH:9]=1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 684091-Chloro-2-methylpropan-2-olHCID 123461204-(4-Chlorophenoxy)phenol

Product 1

HCID 21318118HCID 21318118, compoundYield 36.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent3×HCID 962WaterSolvent

Procedure

A solution of 8.15 g (0.075 mol) of 1-chloro-2-methyl-2-propanol in 20 ml of ethanol is run over the course of 25 minutes into a solution, kept at about 60° C., of 15 g (0.068 mol) of p-(p-chlorophenoxy)phenol and of 3 g (0.075 mol) of sodium hydroxide pellets in 20 ml of water and 20 ml of ethanol. The mixture is heated to the reflux temperature for 2 hours and the ethanol is driven off under reduced pressure. The residue is extracted with diethyl ether and after drying and evaporation of the solvent gives 7.3 g of a yellow oil. This oil is purified by crystallisation from a mixture of cyclohexane and petroleum ether (1:2 by volume) followed by washing with 2 N NaOH. 4 g of a white powder which is insoluble in water are obtained.

Workup

  1. customis run over the course of 25 minutes into a solution
  2. temperatureThe mixture is heated to the reflux temperature for 2 hours
  3. extractionThe residue is extracted with diethyl ether
  4. customafter drying
  5. customevaporation of the solvent

Sources & evidence

ORD record
ord-e7512ba60ec74712b5160357906be622
Source dataset
uspto-grants-1979_05
Patent number
US04156011

Reaction notes

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