HCID 178469127, compound → HCID 178524538, compound

HRID 1155048Notes

Reaction equation

HRID 1155048 reaction equation
[F:1][C:2]([F:24])([F:23])[C:3]1[C:12]([C:13]([O:15]CC)=[O:14])=[C:11]([OH:18])[C:10]2[C:5](=[C:6]([C:19]([F:22])([F:21])[F:20])[CH:7]=[CH:8][CH:9]=2)[N:4]=1>C(O)C>[F:23][C:2]([F:1])([F:24])[C:3]1[C:12]([C:13]([OH:15])=[O:14])=[C:11]([OH:18])[C:10]2[C:5](=[C:6]([C:19]([F:22])([F:20])[F:21])[CH:7]=[CH:8][CH:9]=2)[N:4]=1

Participants

3

Reactant 1

HCID 178469127HCID 178469127, compound

Product 1

HCID 178524538HCID 178524538, compoundYield 94.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 61.1 g of the product of Step C in 900 ml of ethanol and 300 ml of 36° Be sodium hydroxide solution was refluxed for 7 hours and the ethanol was evaporated under reduced pressure. The mixture was poured into water and the mixture was extracted with ether. The ether phase was washed with water and the combined aqueous phases were acidified with hydrochloric acid and were iced and vacuum filtered. The recovered crystals were washed and dried to obtain 53.4 g of 2,8-bis-(trifluoromethyl)-4-hydroxy-3-quinoline-carboxylic acid melting at 188° C.

Workup

  1. customthe ethanol was evaporated under reduced pressure
  2. additionThe mixture was poured into water
  3. extractionthe mixture was extracted with ether
  4. washThe ether phase was washed with water
  5. filtrationvacuum filtered
  6. washThe recovered crystals were washed
  7. customdried

Sources & evidence

ORD record
ord-9dd109afd3104231bc20a06ef5174686
Source dataset
uspto-grants-1981_11
Patent number
US04299831

Reaction notes

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