Diphenyl Ether → HCID 66917197, compound

HRID 238327Notes

Reaction equation

HRID 238327 reaction equation
C1(OC2C=CC=CC=2)C=CC=CC=1.[F:14][C:15]([F:34])([F:33])[C:16]([NH:21][C:22]1[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:23]=1[O:29][CH2:30][CH2:31][CH3:32])=[CH:17][C:18]([OH:20])=O>CCCCCC>[F:28][C:26]1[CH:25]=[CH:24][C:23]([O:29][CH2:30][CH2:31][CH3:32])=[C:22]2[C:27]=1[C:18](=[O:20])[CH:17]=[C:16]([C:15]([F:14])([F:34])[F:33])[NH:21]2

Participants

4

Reactant 2

HCID 7583Diphenyl EtherHCID 66917169HCID 66917169, compound

Product 1

HCID 66917197HCID 66917197, compoundYield 94.9%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Diphenyl ether (15 ml) was added to ethyl ester of 4,4,4-trifluoro-3-(5-fluoro-2-propoxyphenylamino)buta-2-enoic acid (19.7 g, 59.0 mmol), and the mixture was stirred for 1.5 hours while heating under reflux. The reaction mixture was cooled to room temperature, n-hexane was added, and the precipitate was collected by filtration. The substance remaining on the filter was washed with n-hexane, and dried to thereby obtain 16.2 g of powdery white 5-fluoro-8-propoxy-2-trifluoromethyl-1H-quinolin-4-one (yield: 94%).

Workup

  1. temperaturewhile heating
  2. temperatureunder reflux
  3. filtrationthe precipitate was collected by filtration
  4. washwas washed with n-hexane
  5. customdried

Sources & evidence

ORD record
ord-f648fba97f60482ebfc5b2232c55bdaa
Source dataset
uspto-grants-2014_02
Patent number
US08642619B2

Reaction notes

Loading…