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

HRID 2035632Notes

Reaction equation

HRID 2035632 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-269f7be341c44898934c592403b955c5
Source dataset
uspto-grants-2013_11
Patent number
US08575145B2

Reaction notes

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