HCID 178471912, compound → HCID 178519486, compound

HRID 2104500Notes

Reaction equation

HRID 2104500 reaction equation
C([O:3][C:4](=O)[C:5]([C:18](=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[CH:6][NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]([F:17])([F:16])[F:15])C>C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1.CCCCCC>[OH:3][C:4]1[C:13]2[C:8](=[C:9]([C:14]([F:16])([F:15])[F:17])[CH:10]=[CH:11][CH:12]=2)[N:7]=[CH:6][C:5]=1[C:18]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:25]

Participants

4

Reactant 1

HCID 178471912HCID 178471912, compound

Product 1

HCID 178519486HCID 178519486, compoundYield 56.3%

Reagents, catalysts & solvents 2

HCID 8058HexaneSolventHCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)Solvent

Procedure

A solution of 2-benzoyl-3-(2-trifluoromethyl-phenylamino)-acrylic acid ethyl ester(8.2 g, 22.4 mmol) in Dowtherm (120 ml) was heated to reflux. After 4 hr, the reaction was cooled and poured in hexane. The resulting solid was filtered and washed with hexane to give (4-hydroxy-8-trifluoromethyl-quinolin-3-yl)-phenyl-methanone (4.0 g, Yield=56%); MS (ESI) m/z 318(M+H)+; Anal Calcd for C17H10F3NO2: C, 63.36; H, 3.18; N, 4.41. Found: C, 63.96; H, 3.14; N, 4.25.

Workup

  1. temperaturethe reaction was cooled
  2. filtrationThe resulting solid was filtered
  3. washwashed with hexane

Sources & evidence

ORD record
ord-ddb8d8cbe5ad49399587df1d0b0d6961
Source dataset
uspto-grants-2009_08
Patent number
US07576215B2

Reaction notes

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