Water → 1,1'-[Propane-1,2-diylbis(oxy)]bis(4-methoxybenzene)

HRID 981887Notes

Reaction equation

HRID 981887 reaction equation
[CH3:1][O:2][C:3]1[CH:13]=[CH:12][C:6]([O:7][CH2:8][CH:9]([OH:11])[CH3:10])=[CH:5][CH:4]=1.[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19](O)=[CH:18][CH:17]=1.[OH-].[Na+].O>C(#N)C>[CH3:1][O:2][C:3]1[CH:13]=[CH:12][C:6]([O:7][CH2:8][CH:9]([O:11][C:19]2[CH:20]=[CH:21][C:16]([O:15][CH3:14])=[CH:17][CH:18]=2)[CH3:10])=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 962WaterHCID 90154-MethoxyphenolHCID 14798Sodium HydroxideHCID 107499411-(4-Methoxyphenoxy)-2-propanol

Product 1

HCID 220240921,1'-[Propane-1,2-diylbis(oxy)]bis(4-methoxybenzene)Yield 76.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In 500 ml of acetonitrile were dissolved 168 g of 1-p-methoxyphenoxy-2-propanol and 62 g of p-methoxyphenol. To the solution was added 50 g of a 48% sodium hydroxide aqueous solution, and the mixture was allowed to react at 80° C for 3 hours while stirring. The reaction mixture was poured into water, and the precipitated crystals were collected by filtration and recrystallized from methanol to obtain 110 g of 1,2-bis(4-methoxyphenoxy)propane having a melting point of 84 to 84.5° C.

Workup

  1. customto react at 80° C for 3 hours
  2. filtrationthe precipitated crystals were collected by filtration
  3. customrecrystallized from methanol

Sources & evidence

ORD record
ord-ae613f7a62004b519f7172ec72733fa3
Source dataset
uspto-grants-1991_02
Patent number
US04994431

Reaction notes

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