Hexane → HCID 117899764, compound

HRID 522441Notes

Reaction equation

HRID 522441 reaction equation
[F:1][C:2]([F:24])([F:23])[S:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[C:14]([S:16][CH2:17][C:18]([F:21])([F:20])[F:19])[C:13]([CH3:22])=[CH:12][CH:11]=1.ClC1C=CC=C(C(OO)=[O:33])C=1.CCCCCC.C(OCC)(=O)C>C(Cl)(Cl)Cl.C(N(CC)CC)C>[F:24][C:2]([F:1])([F:23])[S:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[CH:12][C:13]([CH3:22])=[C:14]([S:16]([CH2:17][C:18]([F:19])([F:20])[F:21])=[O:33])[CH:15]=1

Participants

7

Reactant 4

HCID 8058HexaneHCID 8857Ethyl AcetateHCID 70297m-Chloroperbenzoic acidHCID 117966871HCID 117966871, compound

Product 1

HCID 117899764HCID 117899764, compoundYield 77%

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 8471TriethylamineSolvent

Procedure

In 100 ml of chloroform was dissolved 0.98 g (2.5 mmol) of 5-trifluoromethylthiopentyl-{4-methyl-5-(2,2,2-trifluoroethylthio)phenyl}ether. Thereto was added, in portions in about 10 minutes, 0.58 g (2.5 mmol) of 3-chloroperbenzoic acid (purity: about 75%) at room temperature. A reaction was carried out for 1 hour. After confirmation of the completion of the reaction, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent: a mixed solvent of n-hexane:ethyl acetate:triethylamine=5:1:0.01), to obtain 0.78 g (yield: 77%) of an intended product.

Workup

  1. additionThereto was added, in portions in about 10 minutes
  2. customat room temperature
  3. customAfter confirmation of the completion of the reaction
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (

Sources & evidence

ORD record
ord-3bc86a6f54f24a4cb7bf9d27184dc088
Source dataset
uspto-grants-2016_05
Patent number
US09332754B2

Reaction notes

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