Phosphorus pentachloride → 3-Chloro-1-(4-chlorophenyl)-1-(3-pyridyl)-1-propene

HRID 1649540Notes

Reaction equation

HRID 1649540 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)(O)[CH:9]=[CH2:10])=[CH:4][CH:3]=1.P(Cl)(Cl)(Cl)(Cl)[Cl:19]>C(Cl)Cl>[Cl:19][CH2:10][CH:9]=[C:8]([C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)[C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 127170981-(4-Chlorophenyl)-1-(3-pyridyl)-2-propen-1-ol

Product 1

HCID 544100933-Chloro-1-(4-chlorophenyl)-1-(3-pyridyl)-1-propene

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of crude 1-(4-chlorophenyl)-1-(3-pyridyl)-2-propen-1-ol (40 mmol) in 100 ml methylene chloride was added dropwise to a suspension of phosphorus pentachloride (12.4 g, 60 mmol) at 10° C. After stirring for 1 h at room temperature the solution was washed with 50 ml water at 0° to 10° C. The solution of the crude title compound was used in the following aminations, i.e. Example 2 and 3.

Workup

  1. washwas washed with 50 ml water at 0° to 10° C

Sources & evidence

ORD record
ord-b3c17d07c81f46daa5f2d8b124e72eb4
Source dataset
uspto-grants-1983_11
Patent number
US04418065

Reaction notes

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