Diphenyl Ether → HCID 178469679, compound

HRID 440237Notes

Reaction equation

HRID 440237 reaction equation
C(O[C:4]([C:6]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:7][NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([F:15])[C:10]=1[O:16][CH:17]([F:19])[F:18])=[O:5])C.C1(OC2C=CC=CC=2)C=CC=CC=1>CCCCCC>[F:15][C:11]1[C:10]([O:16][CH:17]([F:18])[F:19])=[C:9]2[C:14]([C:4]([OH:5])=[C:6]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH:7]=[N:8]2)=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 7583Diphenyl EtherHCID 21473361HCID 21473361, compound

Product 1

HCID 178469679HCID 178469679, compoundYield 60.1%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

A mixture of 10.0 g (0.029 mole) of N-(2,2-diethoxycarbonylvinyl)-3-fluoro-2-difluoromethoxyaniline obtained as described above and 70 ml of diphenyl ether was refluxed by heating for 30 minutes. The mixture was cooled to room temperature, and n-hexane was added thereto. Crystals precipitated were collected by filtration and dried to obtain 5.25 g of ethyl 7-fluoro-8-difluoromethoxy-4-hydroxyquinoline-3-carboxylate as white powder.

Workup

  1. customobtained
  2. temperaturewas refluxed
  3. temperatureby heating for 30 minutes
  4. customCrystals precipitated
  5. filtrationwere collected by filtration
  6. customdried

Sources & evidence

ORD record
ord-fed84c75b90a4a0ebbdb7d63636e4240
Source dataset
uspto-grants-1996_05
Patent number
US05519016

Reaction notes

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