Acetic Acid → HCID 68427713, compound

HRID 639138Notes

Reaction equation

HRID 639138 reaction equation
O=[C:2]([CH2:9][CH2:10][CH3:11])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[F:12][C:13]([F:22])([F:21])[C:14]1[CH:15]=[C:16]([CH:18]=[CH:19][CH:20]=1)[NH2:17].C(O)(=O)C.S([O-])([O-])(=O)=O.[Mg+2]>C(O)C>[F:12][C:13]([F:21])([F:22])[C:14]1[CH:15]=[C:16]([NH:17][C:2]([CH2:9][CH2:10][CH3:11])=[CH:3][C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH:18]=[CH:19][CH:20]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 73753-(Trifluoromethyl)anilineHCID 24083Sulfuric acid magnesium salt (1:1)HCID 238498Ethyl 3-oxohexanoate

Product 1

HCID 68427713HCID 68427713, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.85 g (5.4 mmol) Ethyl 3-oxohexanoate, 1.0 g (6.21 mmol) 3-trifluoromethylaniline and 5 mg (0.08 mmol) acetic acid are dissolved in 15 ml ethanol, and 0.78 g (6.5 mmol) magnesium sulfate are added. The reaction mixture is stirred at reflux overnight. After cooling down to room temperature, the solvent is removed in vacuo and the residue is purified by column chromatography on silica with dichloromethane as eluent.

Workup

  1. temperatureat reflux overnight
  2. customthe solvent is removed in vacuo
  3. customthe residue is purified by column chromatography on silica with dichloromethane as eluent

Sources & evidence

ORD record
ord-1c693b0d56c3430c9d283398981ecb4d
Source dataset
uspto-grants-2010_04
Patent number
US07691854B2

Reaction notes

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