N-(2-Fluorophenyl) cinnamamide → HCID 178515590, compound

HRID 876478Notes

Reaction equation

HRID 876478 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:18])[CH:10]=[CH:11]C1C=CC=CC=1.[Al+3].[Cl-].[Cl-].[Cl-]>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:3]=1[N:8]=[C:9]([OH:18])[CH:10]=[CH:11]2

Participants

3

Reactant 2

HCID 303250N-(2-Fluorophenyl) cinnamamideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 178515590HCID 178515590, compoundYield 106.2%

Conditions

Temperature
160 °C

Procedure

N-(2-Fluorophenyl)cinnamamide (97.2 g, 403 mmol) was combined with AlCl3 (161 g, 1209 mmol) and the solids were thoroughly mixed. The dry mixture was heated to 160° C. for 100 minutes. The reaction was cooled and quenched by addition of ice. A beige solid formed after complete dispersion of the dark solids and this was stirred overnight. The beige solid was filtered and air-dried overnight to provide the desired product as a free-flowing solid (69.8 g).

Workup

  1. additionthe solids were thoroughly mixed
  2. temperatureThe reaction was cooled
  3. customquenched by addition of ice
  4. customA beige solid formed after complete dispersion of the dark solids
  5. filtrationThe beige solid was filtered
  6. customair-dried overnight

Sources & evidence

ORD record
ord-4be856c419ca4821815d734889a0a8dc
Source dataset
uspto-grants-2015_03
Patent number
US08987251B2

Reaction notes

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