Methanol → trans-3-[2-(7-Chloroquinolin-2-yl)ethenyl]benzyl chloride

HRID 1418870

Reaction equation

HRID 1418870 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8](/[CH:12]=[CH:13]/[C:14]3[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=3)[CH2:17]O)=[N:9]2)=[CH:4][CH:3]=1.CO.C(Cl)(Cl)[Cl:25]>O=S(Cl)Cl>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8](/[CH:12]=[CH:13]/[C:14]3[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=3)[CH2:17][Cl:25])=[N:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 6212ChloroformHCID 10827738trans-3-[2-(7-Chloroquinolin-2-yl)ethenyl]benzyl alcohol

Product 1

HCID 19369489trans-3-[2-(7-Chloroquinolin-2-yl)ethenyl]benzyl chloride

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideSolvent

Procedure

To a solution of 813 mg (2.75 mmol) of trans-3-[2-(7-chloroquinolin-2-yl)ethenyl]benzyl alcohol in 40 ml of CHCl3, 1.0 ml of SOCl2 was added, followed by stirring at room temperature for 24 hours. A small amount of MeOH was added to the reaction mixture and the solvent was distilled off under reduced pressure, whereby trans-3-[2-(7-chloroquinolin-2-yl)ethenyl]benzyl chloride was obtained as pale yellow powder.

Workup

  1. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-67a0a72871214896b294e8c8609267c8
Source dataset
uspto-grants-1999_03
Patent number
US05885987

Linked notes

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