2,6-Dichlorophenol → Phenol, 2,6-dichloro-4-fluoro-

HRID 373677

Reaction equation

HRID 373677 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[OH:9].[F:10][B-](F)(F)F.F[N+]1C(C(Cl)(Cl)Cl)=CC=CC=1Cl>ClC(Cl)CCl>[F:10][C:6]1[CH:7]=[C:2]([Cl:1])[C:3]([OH:9])=[C:4]([Cl:8])[CH:5]=1

Participants

4

Conditions

Temperature
55 °C

Procedure

A mixture of 0.82 g of 2,6-dichlorophenol, 1.67 g of N-fluoro-2-chloro-6-(trichloromethyl)pyridinium fluoroborate, and 40 ml of 1,1,2-trichloroethane was placed in a 100 ml 3-necked round bottomed flask equipped with a magnetic stirring bar, a thermometer, and a reflux condenser. The mixture was heated to 55° C. and allowed to react at that temperature for 8 hours under nitrogen. The mixture was then allowed to cool. Analysis by standardized gas-liquid chromatography using a mass spectrometer detector indicated that the title product was present in 24 percent conversion. The product identity was confirmed by its known 19F and 1H NMR spectra.

Workup

  1. customwas placed in a 100 ml 3-necked round bottomed flask
  2. customequipped with a magnetic stirring bar
  3. customto react at that temperature for 8 hours under nitrogen
  4. temperatureto cool

Sources & evidence

ORD record
ord-cded21eddd694416bf0fea2a1b623049
Source dataset
uspto-grants-1992_11
Patent number
US05164502

Linked notes

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