Phenol → 1,2-Diphenoxyethane

HRID 371263Notes

Reaction equation

HRID 371263 reaction equation
Br[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[C:11]1([OH:17])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[OH-].[Na+]>O>[O:4]([CH2:3][CH2:2][O:17][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 996PhenolHCID 14798Sodium HydroxideHCID 68526Benzene, (2-bromoethoxy)-

Product 1

HCID 77131,2-DiphenoxyethaneYield 53%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

160 g of 2-bromoethylphenyl ether are added to a mixture of 94 g of phenol, 30 ml of water and 60 g of sodium hydroxide, at a temperature of 100° C. After a reaction time of 16 hours, the mixture is poured into water, filtered by suction, and the product is recrystallized from ethyl acetate. 90 g (53%) of 1,2-diphenoxy ethane having a melting point of 95° C. are obtained.

Workup

  1. filtrationfiltered by suction
  2. customthe product is recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-f507f92e09164070bf59d697182d7baf
Source dataset
uspto-grants-1985_07
Patent number
US04530747

Reaction notes

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