Hydrogen Bromide → HCID 13912595, compound

HRID 845028Notes

Reaction equation

HRID 845028 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([F:13])[C:11]=1[F:12])[N:8]([C:14]1[CH:19]=[CH:18][C:17]([O:20]C)=[CH:16][CH:15]=1)[CH:7]=[C:6]([C:22]([O:24]CC)=[O:23])[C:5]2=[O:27].Br>>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([F:13])[C:11]=1[F:12])[N:8]([C:14]1[CH:15]=[CH:16][C:17]([OH:20])=[CH:18][CH:19]=1)[CH:7]=[C:6]([C:22]([OH:24])=[O:23])[C:5]2=[O:27]

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 23359023HCID 23359023, compound

Product 1

HCID 13912595HCID 13912595, compoundYield 79.1%

Conditions

Temperature
120 °C

Procedure

A mixture of ethyl 6,7,8-trifluoro-1-(4-methoxyphenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylate (0.37 g) and 47% hydrobromic acid (4 ml) is heated at 120° C. for 3 hour. After cooling, the precipitated crystals are separated by filtration, washed with water and with a mixture of ethanol and ether to give 6,7,8-trifluoro-1-(4-hydroxyphenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (0.26 g).

Workup

  1. temperatureAfter cooling
  2. customthe precipitated crystals are separated by filtration
  3. washwashed with water and with a mixture of ethanol and ether

Sources & evidence

ORD record
ord-f70ee53168c743b39308fd1cf8c5b84c
Source dataset
uspto-grants-1988_07
Patent number
US04755513

Reaction notes

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