Hydrochloric Acid → HCID 19020453, compound

HRID 1109606Notes

Reaction equation

HRID 1109606 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-62c38df395f2453faf093bc2a04b2d7b
Source dataset
uspto-grants-1994_06
Patent number
US05321021

Reaction notes

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