4-Fluoroaniline → HCID 70255947, compound

HRID 366392Notes

Reaction equation

HRID 366392 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.O=[C:10]1[CH2:14][CH2:13][CH2:12][CH:11]1[C:15]#[N:16].[Cl-].[Ca+2].[Cl-]>>[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:10]2[CH2:14][CH2:13][CH2:12][C:11]=2[C:15]#[N:16])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 97314-FluoroanilineHCID 98930Cyclopentanecarbonitrile, 2-oxo-HCID 5284359Calcium Chloride

Product 1

HCID 70255947HCID 70255947, compound

Procedure

4-Fluoro-aniline (Aldrich Chemicals) (2.3 g, 21 mmol), cyano-ketone (Example 11) (2.2 g, 20 mmol), calcium chloride (2.5 g, 23 mmol) and T.H.F. (30 ml) were heated under reflux for 21 hours. After being allowed to cool, the mixture was filtered and the solvent evaporated. Kugelrohr distillation (160° C., 0.4 mm Hg) gave the product as an off-white powder.

Workup

  1. temperature(30 ml) were heated
  2. temperatureunder reflux for 21 hours
  3. temperatureto cool
  4. filtrationthe mixture was filtered
  5. customthe solvent evaporated
  6. distillationKugelrohr distillation (160° C., 0.4 mm Hg)

Sources & evidence

ORD record
ord-b79fefa60f7d47428fa503d0599f1070
Source dataset
uspto-grants-2000_10
Patent number
US06130228

Reaction notes

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