Potassium Iodide → 2-((4-(Trifluoromethyl)phenoxy)methyl)oxirane

HRID 1869140Notes

Reaction equation

HRID 1869140 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[CH2:20]([CH:22]1[O:24][CH2:23]1)Cl>CC(C)=O>[F:11][C:8]([F:9])([F:10])[C:5]1[CH:6]=[CH:7][C:2]([O:1][CH2:20][CH:22]2[CH2:23][O:24]2)=[CH:3][CH:4]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 7835EpichlorohydrinHCID 11430Potassium CarbonateHCID 678744-(Trifluoromethyl)phenol

Product 1

HCID 222827522-((4-(Trifluoromethyl)phenoxy)methyl)oxirane

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

5 g of 4-hydroxybenzotrifluoride, 12.8 g of potassium carbonate, 500 mg of potassium iodide and 18 g of epichlorohydrin are stirred in 75 ml of acetone for 15 hours at 60° C. The reaction mixture is filtered and the filtrate is concentrated. The residue is taken up in ethyl acetate and washed with water. After concentration of the organic phase and Kugelrohr distillation, 2-(4-trifluoromethyl-phenoxymethyl)-oxirane is obtained. (b.p.20 145-150° C.)

Workup

  1. filtrationThe reaction mixture is filtered
  2. concentrationthe filtrate is concentrated
  3. washwashed with water
  4. distillationAfter concentration of the organic phase and Kugelrohr distillation

Sources & evidence

ORD record
ord-8d9d29ad5727471faa3572dc34c7396e
Source dataset
uspto-grants-2009_12
Patent number
US07638514B2

Reaction notes

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