Potassium Carbonate → HCID 59191241, compound

HRID 626002Notes

Reaction equation

HRID 626002 reaction equation
C([O-])([O-])=O.[K+].[K+].[CH3:7][O:8][C:9]1[CH:14]=[C:13]([CH2:15][CH3:16])[CH:12]=[CH:11][C:10]=1[OH:17].F[C:19]1[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][C:20]=1[C:28]([F:31])([F:30])[F:29]>C(#N)C>[CH2:15]([C:13]1[CH:12]=[CH:11][C:10]([O:17][C:19]2[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][C:20]=2[C:28]([F:29])([F:30])[F:31])=[C:9]([O:8][CH3:7])[CH:14]=1)[CH3:16]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 624654-EthylguaiacolHCID 949542-Fluoro-5-nitrobenzotrifluoride

Product 1

HCID 59191241HCID 59191241, compoundYield 95.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

To a suspension of K2CO3 (2 mmol; 276 mg) in anhydrous acetonitrile (1 mL) under argon, was added 2-methoxy-4-ethylphenol (0.285 mL; 2 mmol) followed by 1-fluoro-4-nitro-2-(trifluoromethyl)benzene (418 mg; 2 mmol). The reaction mixture was stirred at 80° C. overnight. Concentrated under argon, washed with NaOH (0.1N; 3 mL), the mixture was extracted with ethyl acetate (2*3 mL). Combined organic phases were dried over MgSO4, concentrated in vacuo, to give the title product as a light brown oil (651 mg; 95%), used without further purification.

Workup

  1. concentrationConcentrated under argon
  2. washwashed with NaOH (0.1N; 3 mL)
  3. extractionthe mixture was extracted with ethyl acetate (2*3 mL)
  4. dry with materialCombined organic phases were dried over MgSO4
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-29875e3085224990b8e299312ff557d6
Source dataset
uspto-grants-2016_04
Patent number
US09309179B2

Reaction notes

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