Aluminum(III) Chloride → Pyridine, 2,3,5-trichloro-

HRID 1389544Notes

Reaction equation

HRID 1389544 reaction equation
[Cl:1][CH:2]([CH2:5][C:6]([Cl:10])(Cl)[CH:7]=O)[C:3]#[N:4].[Al+3].[Cl-:12].[Cl-].[Cl-]>>[Cl:12][C:7]1[C:6]([Cl:10])=[CH:5][C:2]([Cl:1])=[CH:3][N:4]=1

Participants

3

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 129361852,4,4-Trichloro-5-oxopentanenitrile

Product 1

HCID 27666Pyridine, 2,3,5-trichloro-

Conditions

Temperature
60 °C

Procedure

13.6 g of 2,4,4-trichloro-4-formylbutyronitrile obtained according to (a), with the addition of 1.0 g of AlCl3, is heated in an enamel autoclave for 1 hour at 60° C. The dark crude product is afterwards distilled with steam, in the process of which the 2,3,5-trichloropyridine precipitates, in the distillate, in the form of white crystals. The yield is 9.1 g (83% of theory) of 2,3,5-trichloropyridine, m.p. 49°-50° C.

Workup

  1. distillationThe dark crude product is afterwards distilled with steam, in the process of which the 2,3,5-trichloropyridine
  2. customprecipitates, in the distillate, in the form of white crystals

Sources & evidence

ORD record
ord-5cb2fca8d0924c639ac1e07b499be8b3
Source dataset
uspto-grants-1981_01
Patent number
US04245098

Reaction notes

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