Aluminum(III) Chloride → HCID 13339632, compound

HRID 1632128Notes

Reaction equation

HRID 1632128 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[Cl:5][C:6]1[C:11]([Cl:12])=[CH:10][C:9]([C:13](Br)([CH3:19])[CH2:14][C:15]([Cl:18])([Cl:17])[Cl:16])=[CH:8][N:7]=1>C(Cl)(Cl)(Cl)Cl>[Cl:5][C:6]1[C:11]([Cl:12])=[CH:10][C:9]([C:13](=[CH2:19])[CH2:14][C:15]([Cl:18])([Cl:16])[Cl:17])=[CH:8][N:7]=1

Participants

4

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 20443326HCID 20443326, compound

Product 1

HCID 13339632HCID 13339632, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

To a slurry of 5 g of neutral alumina in 300 ml of carbon tetrachloride was added 0.5 g of anhydrous aluminum chloride and the mixture was heated at reflux for 20 minutes. To the slurry was added 20 g (0.052 mole) of 2,3-dichloro-5-(1-bromo-3,3,3-trichloro-1-methylpropyl)pyridine, and the resulting mixture was heated at reflux for 48 hours. The mixture was cooled and filtered. The filtrate was concentrated in vacuo yielding the crude product. Recrystallization from pentane yielded 12.7 g (80%) of product, m.p. 76°-77° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 20 minutes
  3. temperaturethe resulting mixture was heated
  4. temperatureat reflux for 48 hours
  5. temperatureThe mixture was cooled
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated in vacuo
  8. customyielding the crude product
  9. customRecrystallization from pentane

Sources & evidence

ORD record
ord-ab4311dbae0d46b398d842db1e42dc15
Source dataset
uspto-grants-1984_10
Patent number
US04474602

Reaction notes

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