P-Cresol → 1,3-di(4-methylphenoxy)propane

HRID 2248946Notes

Reaction equation

HRID 2248946 reaction equation
[CH2:1](Cl)[CH2:2][CH2:3]Cl.[CH:6]1[C:11]([OH:12])=[CH:10][CH:9]=[C:8]([CH3:13])[CH:7]=1.[OH-:14].[Na+]>O>[CH3:1][C:2]1[CH:3]=[CH:10][C:11]([O:14][CH2:9][CH2:8][CH2:13][O:12][C:11]2[CH:10]=[CH:9][C:8]([CH3:13])=[CH:7][CH:6]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 2879P-CresolHCID 88811,3-DichloropropaneHCID 14798Sodium Hydroxide

Product 1

HCID 22326201,3-di(4-methylphenoxy)propaneYield 73.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Operation was carried out in the same manner as in Example 2, using 1,3-propylene dichloride (108 g, 0.96 mol), p-cresol (205 g, 1.90 mol), water (35 ml) and a 49% aqueous solution of NaOH (106 g, 1.30 mol; a first dropwise addition) and further 79 g, 0.97 mol (a second dropwise addition), to obtain 1,3-di(4-methylphenoxy)propane in the form of white plate crystals (178 g). Yield: 73.2% based on p-cresol. M.P.: 93.5° C. Purity: 99.6%.

Workup

  1. additiona first dropwise addition) and further 79 g, 0.97 mol (
  2. additiona second dropwise addition),

Sources & evidence

ORD record
ord-558e02ad5542459a817890ebb90ff7c7
Source dataset
uspto-grants-1991_08
Patent number
US05041604

Reaction notes

Loading…