3-(Trifluoromethyl)phenol → 1-nitro-4-(3-(trifluoromethyl)phenoxy)benzene

HRID 1824691Notes

Reaction equation

HRID 1824691 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[F:11][C:12]([F:21])([F:20])[C:13]1[CH:14]=[C:15]([OH:19])[CH:16]=[CH:17][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([O:19][C:15]2[CH:16]=[CH:17][CH:18]=[C:13]([C:12]([F:11])([F:20])[F:21])[CH:14]=2)=[CH:3][CH:4]=1)([O-:10])=[O:9]

Participants

5

Reactant 3

HCID 73763-(Trifluoromethyl)phenolHCID 74741-Chloro-4-nitrobenzeneHCID 11430Potassium Carbonate

Product 1

HCID 2433091-nitro-4-(3-(trifluoromethyl)phenoxy)benzene

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 1-chloro-4-nitrobenzene (11 g), 3-(trifluoromethyl)phenol (12 g), and potassium carbonate (21 g) in dimethyl formamide (175 mL) was heated at 120° C. for about 16 hours. The reaction mixture was cooled to room temperature and poured over ice-water. The mixture was filtered and the solid collected was washed with water and dried under vacuum (25 g).

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationThe mixture was filtered
  3. customthe solid collected
  4. washwas washed with water
  5. customdried under vacuum (25 g)

Sources & evidence

ORD record
ord-1a62947be93f4dfd997a416185903f5e
Source dataset
uspto-grants-2006_05
Patent number
US07045512B2

Reaction notes

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