Triethylamine → HCID 86723560, compound

HRID 2176425Notes

Reaction equation

HRID 2176425 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:12]([C:15](=O)[C:16]([F:19])([F:18])[F:17])[C:13]#[N:14])[CH:5]=[C:6]([Cl:11])[C:7]=1[N:8]([CH3:10])[CH3:9].O=P(Cl)(Cl)[Cl:23].C(N(CC)CC)C>O>[Cl:23]/[C:15](/[C:16]([F:19])([F:18])[F:17])=[C:12](\[C:4]1[CH:3]=[C:2]([Cl:1])[C:7]([N:8]([CH3:10])[CH3:9])=[C:6]([Cl:11])[CH:5]=1)/[C:13]#[N:14]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 24813Phosphorus oxychlorideHCID 67983207HCID 67983207, compound

Product 1

HCID 86723560HCID 86723560, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1 g (3.07 mmol) of 2-[3,5-dichloro-4-(dimethylamino)phenyl]-4,4,4-trifluoro-3-oxobutanenitrile is initially charged in 1.44 ml of POCl3 (15.3 mmol), and 0.43 ml (3.07 mmol) of triethylamine are added slowly. The reaction mixture is then stirred under reflux for 5 hours. After cooling, water is added carefully and the mixture is extracted repeatedly with dichloromethane. The separated organic phases are combined, dried over magnesium sulphate, filtered and concentrated. The residue is used without further purification for the next step.

Workup

  1. temperatureunder reflux for 5 hours
  2. temperatureAfter cooling
  3. extractionthe mixture is extracted repeatedly with dichloromethane
  4. dry with materialdried over magnesium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue is used without further purification for the next step

Sources & evidence

ORD record
ord-1b011bcea16a4f3ba8979bb7f26eeac3
Source dataset
uspto-grants-2015_06
Patent number
US09066945B2

Reaction notes

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