Potassium Hydroxide → HCID 53977809, compound

HRID 1106096Notes

Reaction equation

HRID 1106096 reaction equation
[CH:1]1([CH2:4][CH2:5][CH2:6][O:7][C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)[CH2:3][CH2:2]1.[OH-].[K+].[CH2:17]([CH:19]1[O:21][CH2:20]1)Br>O>[CH:1]1([CH2:4][CH2:5][CH2:6][O:7][C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:17][CH:19]3[O:21][CH2:20]3)=[CH:10][CH:9]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 18430EpibromohydrinHCID 54190475HCID 54190475, compound

Product 1

HCID 53977809HCID 53977809, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 9 g of 4-cyclopropylpropoxy-phenol, 150 ml of water, 3 g of KOH and 7.7 g of epibromohydrin is stirred for 15 hours at ambient temperature. The reaction mixture is extracted with ether and the extract is washed with N NaOH and then with water. The ether is evaporated and the excess epibromohydrin is removed by entrainment with xylene (distillation at 15 mm Hg). 1-(4-Cyclopropylpropoxy-phenoxy)-2,3-epoxy-propane is obtained in a yield of 100%.

Workup

  1. extractionThe reaction mixture is extracted with ether
  2. washthe extract is washed with N NaOH
  3. customThe ether is evaporated
  4. customthe excess epibromohydrin is removed by entrainment with xylene (distillation at 15 mm Hg)

Sources & evidence

ORD record
ord-8f325e9d91864ba8aa219314cf97f934
Source dataset
uspto-grants-1982_01
Patent number
US04311708

Reaction notes

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