Dimethyl Sulfoxide → 2-(4-Fluorophenyl)-2-methyloxirane

HRID 1400343Notes

Reaction equation

HRID 1400343 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1.[CH3:11]S(C)=O>O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH3:11])[CH2:9][O:10]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 679Dimethyl SulfoxideHCID 98284'-Fluoroacetophenone

Product 1

HCID 178694862-(4-Fluorophenyl)-2-methyloxirane

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 1-(4-fluorophenyl)ethanone (1 equiv.) in DMSO is added to the reaction mixture dropwise over 20 min. and stirred at RT for 4 h. The reaction is monitored by TLC and at completion the reaction mixture is poured in water (100 mL) and extracted with EtOAc. The combined organic extract is washed with water, followed by brine, dried over sodium sulfate and evaporated to dryness.

Workup

  1. extractionextracted with EtOAc
  2. extractionThe combined organic extract
  3. washis washed with water
  4. dry with materialdried over sodium sulfate
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-e5e41ac97a5742f68919074328081291
Source dataset
uspto-grants-2014_12
Patent number
US08906925B2

Reaction notes

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