Potassium Carbonate → HCID 58046352, compound

HRID 2359318Notes

Reaction equation

HRID 2359318 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([F:9])=[CH:5][C:4]=1[OH:10].[F:11][C:12]1[CH:19]=[C:18](F)[C:17]([F:21])=[CH:16][C:13]=1[C:14]#[N:15].C(=O)([O-])[O-].[K+].[K+]>CS(C)=O.[Cl-].[NH4+]>[F:11][C:12]1[CH:19]=[C:18]([O:10][C:4]2[CH:5]=[C:6]([F:9])[CH:7]=[CH:8][C:3]=2[O:2][CH3:1])[C:17]([F:21])=[CH:16][C:13]=1[C:14]#[N:15]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 5938132,4,5-TrifluorobenzonitrileHCID 27745595-fluoro-2-methoxyphenol

Product 1

HCID 58046352HCID 58046352, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 25517Ammonium ChlorideSolvent

Procedure

To a solution of 2-methoxy-5-fluorophenol (226 mg, 1.59 mmol) in dimethylsulfoxide (10 mL) was added 2,4,5-trifluorobenzonitrile (250 mg, 1.59 mmol) and potassium carbonate (220 mg, 1.59 mmol) This suspension was stirred for 18 hours at room temperature. The reaction mixture was poured in saturated aqueous ammonium chloride solution (20 mL), and extracted with dichloromethane (3×40 mL). The combined organic layers were dried over sodium sulphate, and evaporated to afford the title compound as a clear oil (444 mg, 100%). This was used in the next reaction with no further purification.

Workup

  1. extractionextracted with dichloromethane (3×40 mL)
  2. dry with materialThe combined organic layers were dried over sodium sulphate
  3. customevaporated

Sources & evidence

ORD record
ord-c56418fe8f254938abe93f72d2e228c3
Source dataset
uspto-grants-2014_04
Patent number
US08685977B2

Reaction notes

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