HCID 19020453, compound → HCID 19020471, compound

HRID 1109607Notes

Reaction equation

HRID 1109607 reaction equation
[O:1]=[C:2]1[N:11]2[C:6]([CH:7]=[CH:8][CH:9]=[CH:10]2)=[C:5](C(O)=O)[CH:4]=[C:3]1[C:15]1[CH:16]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:18]=[CH:19][CH:20]=1>Cl.C(O)(=O)C>[F:24][C:21]([F:22])([F:23])[C:17]1[CH:18]=[CH:19][CH:20]=[C:15]([C:3]2[C:2](=[O:1])[N:11]3[C:6]([CH:7]=[CH:8][CH:9]=[CH:10]3)=[CH:5][CH:4]=2)[CH:16]=1

Participants

4

Reactant 1

HCID 19020453HCID 19020453, compound

Product 1

HCID 19020471HCID 19020471, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 313Hydrochloric AcidSolvent

Procedure

0.83 g of 4-oxo-3-(α,α,α-trifluoro-m-tolyl)-4H-quinolizine-1-carboxylic acid was heated to reflux in a mixture of 13 ml of concentrated hydrochloric acid and 6.5 ml of acetic acid until the reaction was completed. The solution was evaporated, whereupon 10 ml of water are added. The crystals were removed by filtration and dried. After chromatography on silica gel and recrystallization, there was obtained 3-(α,α,α-trifluoro-m-tolyl)-4H-quinolizin-4-one as yellow crystals of m.p. 110°-111° (n-hexane/toluene).

Workup

  1. customThe solution was evaporated, whereupon 10 ml of water
  2. additionare added
  3. customThe crystals were removed by filtration
  4. customdried
  5. customAfter chromatography on silica gel and recrystallization

Sources & evidence

ORD record
ord-3fad04483978436bb04497d36a8cf628
Source dataset
uspto-grants-1994_06
Patent number
US05321021

Reaction notes

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