Potassium Carbonate → HCID 13907319, compound

HRID 1032806Notes

Reaction equation

HRID 1032806 reaction equation
F[C:2]1[CH:24]=[CH:23][C:5]([C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14](=[O:22])[C:15]3[CH:20]=[CH:19][C:18](F)=[CH:17][CH:16]=3)=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[NH2:25][C:26]1[CH:27]=[C:28]([OH:32])[CH:29]=[CH:30][CH:31]=1.[C:33](=[O:36])([O-])[O-].[K+].[K+]>O>[NH2:25][C:26]1[CH:27]=[C:28]([CH:29]=[CH:30][CH:31]=1)[O:32][C:2]1[CH:24]=[CH:23][C:5]([C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14](=[O:22])[C:15]3[CH:20]=[CH:19][C:18]([O:36][C:33]4[CH:29]=[CH:30][CH:31]=[C:26]([NH2:25])[CH:27]=4)=[CH:17][CH:16]=3)=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 115683-AminophenolHCID 11141804[4-(4-Fluorobenzoyl)phenyl]-(4-fluorophenyl)methanone

Product 1

HCID 13907319HCID 13907319, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a one liter reaction vessel 50 grams (0.16 mol) of 1,4-bis(4-fluorobenzoyl)benzene, 42 grams (0.39 mol) of m-aminophenol, 54 grams of anhydrous potassium carbonate and 400 ml of sulforane were charged and reacted at 150°-160° C. for six hours. After ending the reaction, the reaction mixture was poured into water to make a total volume of two liters. Then the separated crystals were filtered, washed with water and dissolved into 400 ml of 2-methoxyethanol with heating. The resultant solution was added with eight grams of active carbon, stirred, hot filtered and cooled. The separated crystals were filtered and recrystallized again from 2-methoxyethanol and active carbon to afford 60 grams (75% yield) of 1,4-bis[4-(3-aminophenoxy)benzoyl]benzene as pale brown crystals having a melting point of 161°-163° C. and the purity of 99.3% in accordance with high-speed liquid chromatography.

Workup

  1. additionwere charged
  2. customreacted at 150°-160° C. for six hours
  3. customthe reaction
  4. filtrationThen the separated crystals were filtered
  5. washwashed with water
  6. dissolutiondissolved into 400 ml of 2-methoxyethanol
  7. temperaturewith heating
  8. additionThe resultant solution was added with eight grams of active carbon
  9. filtrationhot filtered
  10. temperaturecooled
  11. filtrationThe separated crystals were filtered
  12. customrecrystallized again from 2-methoxyethanol and active carbon

Sources & evidence

ORD record
ord-aec894844f50480f980aeaaa4356f2d6
Source dataset
uspto-grants-1990_09
Patent number
US04959440

Reaction notes

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