3-Fluoroaniline → HCID 70256338, compound

HRID 366391Notes

Reaction equation

HRID 366391 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].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:3]=[C:4]([NH:5][C:10]2[CH2:14][CH2:13][CH2:12][C:11]=2[C:15]#[N:16])[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 3

HCID 97423-FluoroanilineHCID 98930Cyclopentanecarbonitrile, 2-oxo-HCID 5284359Calcium Chloride

Product 1

HCID 70256338HCID 70256338, compound

Procedure

3-Fluoro-aniline (Aldrich Chemicals) (4.6 g, 41 mmol), cyano-ketone (Example 11) (4.4 g, 40 mmol), calcium chloride (5.0 g, 45 mmol) and T.H.F. (60 ml) were heated under reflux for 17 hours. After being allowed to cool, the mixture was filtered and the solvent evaporated. Kugelrohr distillation (125° C., 0.02 mm Hg) gave the product as a pale yellow powder.

Workup

  1. temperature(60 ml) were heated
  2. temperatureunder reflux for 17 hours
  3. temperatureto cool
  4. filtrationthe mixture was filtered
  5. customthe solvent evaporated
  6. distillationKugelrohr distillation (125° C., 0.02 mm Hg)

Sources & evidence

ORD record
ord-10a3e0eee317467ba0165ba0511f0032
Source dataset
uspto-grants-2000_10
Patent number
US06130228

Reaction notes

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