Hydrochloric Acid → HCID 19020453, compound

HRID 477960Notes

Reaction equation

HRID 477960 reaction equation
[O:1]=[C:2]1[N:11]2[C:6]([CH:7]=[CH:8][CH:9]=[CH:10]2)=[C:5]([C:12]([O:14]C)=[O:13])[CH:4]=[C:3]1[C:16]1[CH:17]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:19]=[CH:20][CH:21]=1.[OH-].[Na+].O.Cl>C(O)C>[O:1]=[C:2]1[N:11]2[C:6]([CH:7]=[CH:8][CH:9]=[CH:10]2)=[C:5]([C:12]([OH:14])=[O:13])[CH:4]=[C:3]1[C:16]1[CH:17]=[C:18]([C:22]([F:25])([F:23])[F:24])[CH:19]=[CH:20][CH:21]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 19353663HCID 19353663, compound

Product 1

HCID 19020453HCID 19020453, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.25 g of methyl 4-oxo-3-(α,α,α-trifluoro-m-tolyl)-4H-quinolizine-1-carboxylate was suspended in 3 ml of ethanol and treated with 3 ml of 1N sodium hydroxide solution. The mixture was heated to reflux until the reaction has finished. 13 ml of water were added and the mixture was acidified with 1N hydrochloric acid. The yellow crystals were removed by filtration and dried. After recrystallization from ethyl acetate, there was obtained 4-oxo-3-(α,α,α-trifluoro-m-tolyl)-4H-quinolizine-1-carboxylic acid as yellow crystals of m.p. 228°-229°.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux until the reaction
  3. customThe yellow crystals were removed by filtration
  4. customdried
  5. customAfter recrystallization from ethyl acetate

Sources & evidence

ORD record
ord-9c7ab0ff7ce24d099100ab777a940376
Source dataset
uspto-grants-1989_12
Patent number
US04889848

Reaction notes

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