N-(2,4-difluorophenyl)cinnamamide → HCID 178515665, compound

HRID 876469Notes

Reaction equation

HRID 876469 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10](=[O:19])[CH:11]=[CH:12]C1C=CC=CC=1.[Cl-].[Cl-].[Cl-].[Al+3]>>[F:8][C:6]1[CH:5]=[C:4]2[C:3](=[C:2]([F:1])[CH:7]=1)[N:9]=[C:10]([OH:19])[CH:11]=[CH:12]2

Participants

3

Reactant 2

HCID 755462N-(2,4-difluorophenyl)cinnamamideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 178515665HCID 178515665, compound

Conditions

Temperature
160 °C

Procedure

Solid N-(2,4-difluorophenyl)cinnamamide (13.2 g, 50.7 mmol) was pre-mixed with aluminum trichloride (20.29 g, 152.2 mmol) and the mixture was heated to 160° C. under gently flowing nitrogen gas for 80 minutes. The reaction was cooled and quenched with ice, and the resultant beige solid was collected by filtration, washed with water and air-dried to a light tan solid (9.89 g).

Workup

  1. temperatureThe reaction was cooled
  2. customquenched with ice
  3. filtrationthe resultant beige solid was collected by filtration
  4. washwashed with water
  5. dry with materialair-dried to a light tan solid (9.89 g)

Sources & evidence

ORD record
ord-de5e08c64b914a549596e86a6449794b
Source dataset
uspto-grants-2015_03
Patent number
US08987251B2

Reaction notes

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