Potassium Carbonate → HCID 66790483, compound

HRID 1406370Notes

Reaction equation

HRID 1406370 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[C:5]([C:10]([F:13])([F:12])[F:11])[CH:4]=1.F[C:15]1[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[CH:17][CH:16]=1.C(=O)([O-])[O-].[K+].[K+]>CS(C)=O.O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][C:15]2[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[CH:17][CH:16]=2)=[C:5]([C:10]([F:11])([F:12])[F:13])[CH:4]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 145174-FluorobenzonitrileHCID 667901264-Methoxy-2-(trifluoromethyl)phenol

Product 1

HCID 66790483HCID 66790483, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

A solution of 4 g (20.82 mmol) of 4-methoxy-2-trifluoromethyl-phenol and 2.52 g (20.82 mmol) of 4-fluorobenzonitrile in 60 mL DMSO was combined with 5.75 g (41.64 mmol) of potassium carbonate and stirred for 3 h at 120° C. The reaction mixture was diluted with water, and extracted three times with dichloromethane. The organic phase was washed twice with water, dried on sodium sulphate and evaporated down. The residue was purified by chromatography (reversed phase).

Workup

  1. extractionextracted three times with dichloromethane
  2. washThe organic phase was washed twice with water
  3. customdried on sodium sulphate
  4. customevaporated down
  5. customThe residue was purified by chromatography (reversed phase)

Sources & evidence

ORD record
ord-4543409c7d8d4b8c9c144a04251b2364
Source dataset
uspto-grants-2014_12
Patent number
US08916589B2

Reaction notes

Loading…