Potassium Hydroxide → 2-(2-Methoxyphenyl)oxirane

HRID 66322Notes

Reaction equation

HRID 66322 reaction equation
Cl[CH2:2][CH:3]([OH:12])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[O:10][CH3:11].[OH-].[K+]>O1CCOCC1.O>[CH3:11][O:10][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[CH:3]1[CH2:2][O:12]1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 224917592-Chloro-1-(2-methoxyphenyl)ethan-1-ol

Product 1

HCID 113555722-(2-Methoxyphenyl)oxiraneYield 44.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

1.4 g of α-chloromethyl-2-methoxybenzylalcohol (crude oil) are dissolved in 12 ml of dioxane, and a solution of 840 mg of potassium hydroxide in 5 ml of water is added thereto. The mixture is stirred at room temperature for 3 hours. Then, the reaction mixture is poured into ice-water, and the aqueous mixture is extracted with benzene. The extract is dried and evaporated to remove solvent. 0.5 g of 2-(2-methoxyphenyl)oxirane are obtained as a crude product.

Workup

  1. extractionthe aqueous mixture is extracted with benzene
  2. customThe extract is dried
  3. customevaporated
  4. customto remove solvent

Sources & evidence

ORD record
ord-92bf7239121645fca3a63ae08cab14e4
Source dataset
uspto-grants-1978_12
Patent number
US04131686

Reaction notes

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