HCID 21425449, compound → HCID 21425443, compound

HRID 2397835Notes

Reaction equation

HRID 2397835 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([O:8][C:9]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][C:10]=2[C:11]([OH:13])=O)[CH:5]=[CH:6][CH:7]=1>S(=O)(=O)(O)O>[F:19][C:18]([F:20])([F:21])[C:15]1[CH:16]=[CH:17][C:9]2[O:8][C:4]3[C:5](=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=3)[C:11](=[O:13])[C:10]=2[CH:14]=1

Participants

3

Reactant 1

HCID 21425449HCID 21425449, compound

Product 1

HCID 21425443HCID 21425443, compoundYield 25.4%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

700 grams of 2-(3-fluorophenyloxy)-5-trifluoromethylbenzoic acid were dissolved in 3,000 milliliters of concentrated sulfuric acid whereby the temperature rose to 60 degrees Centigrade. The mixture was stirred at 45- 50 degrees Centigrade for one hour and then poured onto 10 liters of crushed ice. The precipitate was filtered off, suspended in 1,000 milliliters of acetone, made alkaline with concentrated aqueous ammonia and reprecipitated with ice and water to a volume of 10 liters. The precipitate was filtered, washed with water and dried in vacuum, whereupon it was recrystallized to yield 167 grams of 2-trifluoromethyl-6-fluoroxanthen-9-one which melts at 140- 142 degrees Centigrade.

Workup

  1. customrose to 60 degrees Centigrade
  2. filtrationThe precipitate was filtered off
  3. customreprecipitated with ice and water to a volume of 10 liters
  4. filtrationThe precipitate was filtered
  5. washwashed with water
  6. customdried in vacuum, whereupon it
  7. customwas recrystallized

Sources & evidence

ORD record
ord-16ae466d081346ec897c9bbace453807
Source dataset
uspto-grants-1977_05
Patent number
US04022896

Reaction notes

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