HCID 14289332, compound → HCID 54384673, compound

HRID 654408Notes

Reaction equation

HRID 654408 reaction equation
[Br:1][CH:2]([C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=1)[C:3](Cl)=[O:4].[CH2:13]([NH:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=1)[CH:14]=[CH:15][CH3:16]>C1(C)C=CC=CC=1>[CH2:13]([N:17]([C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:25])([F:26])[F:27])[CH:19]=1)[C:3](=[O:4])[CH:2]([Br:1])[C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=1)[CH:14]=[CH:15][CH3:16]

Participants

4

Reactant 2

HCID 14289332HCID 14289332, compoundHCID 53671598HCID 53671598, compound

Product 1

HCID 54384673HCID 54384673, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In 40 ml of toluene, 2.6 g of 2-bromo-2-(4-fluorophenyl)acetyl chloride were gradually added dropwise at 20°-30° C. under stirring to 2.2 g of N-(2-butenyl)-N-(3-trifluoromethylphenyl)amine. After the reaction mixture was stirred for further 20 minutes, the precipitated insoluble matter was filtered off and 50 ml of toluene were added. The resulting toluene solution was washed twice with a saturated aqueous solution of sodium bicarbonate and twice with saturated saline. The toluene solution was dried over anhydrous sodium sulfate and then concentrated in an evaporator, whereby the intended compound was stoichiometrically obtained in an oily form.

Workup

  1. filtrationthe precipitated insoluble matter was filtered off
  2. addition50 ml of toluene were added
  3. washThe resulting toluene solution was washed twice with a saturated aqueous solution of sodium bicarbonate and twice with saturated saline
  4. dry with materialThe toluene solution was dried over anhydrous sodium sulfate
  5. concentrationconcentrated in an evaporator, whereby the intended compound
  6. customwas stoichiometrically obtained in an oily form

Sources & evidence

ORD record
ord-387faf9a3636459ba31b59056e745564
Source dataset
uspto-grants-1992_07
Patent number
US05131947

Reaction notes

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