Isoamyl Nitrite → HCID 86685058, compound

HRID 1750792Notes

Reaction equation

HRID 1750792 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([Cl:15])[C:8]=1[O:9][CH2:10][C:11]([F:14])([F:13])[F:12])N.N(OCCC(C)C)=O>C1COCC1>[Cl:1][C:2]1[CH:3]=[CH:4][CH:6]=[C:7]([Cl:15])[C:8]=1[O:9][CH2:10][C:11]([F:12])([F:13])[F:14]

Participants

4

Reactant 2

HCID 8053Isoamyl NitriteHCID 138521463,5-Dichloro-4-(2,2,2-trifluoroethoxy)aniline

Product 1

HCID 86685058HCID 86685058, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3,5-Dichloro-4-(2,2,2-trifluoroethoxy)aniline (1.60 g, 6.15 mmol) in THF (20 mL) was added isopentyl nitrite (2.94 g, 17.22 mmol) dropwise. The resulting solution was refluxed for 6 h and the solvent was removed under reduced pressure. The residue was purified by column chromatography over silica gel eluted with PE to provide 1,3-dichloro-2-(2,2,2-trifluoroethoxy)benzene as colorless oil.

Workup

  1. temperatureThe resulting solution was refluxed for 6 h
  2. customthe solvent was removed under reduced pressure
  3. customThe residue was purified by column chromatography over silica gel
  4. washeluted with PE

Sources & evidence

ORD record
ord-6c07188bc6be4022bdd4deca8698c0d9
Source dataset
uspto-grants-2015_10
Patent number
US09156860B2

Reaction notes

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