Methanol → 2-(3-Chloromethylphenoxy)methylquinoline

HRID 1292145Notes

Reaction equation

HRID 1292145 reaction equation
O=S(Cl)[Cl:3].[N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][C:6]=1[CH2:15][O:16][C:17]1[CH:18]=[C:19]([CH:22]=[CH:23][CH:24]=1)[CH2:20]O.CO>C(Cl)(Cl)Cl>[N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][C:6]=1[CH2:15][O:16][C:17]1[CH:18]=[C:19]([CH:22]=[CH:23][CH:24]=1)[CH2:20][Cl:3]

Participants

5

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 14650410Benzenemethanol, 3-(2-quinolinylmethoxy)-

Product 1

HCID 145017062-(3-Chloromethylphenoxy)methylquinoline

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

SOCl2 (2 ml) was added to a solution of 3.58 g (13.5 mmol) of 3-(2-quinolinylmethoxy)benzyl alcohol in 100 ml of CHCl3, followed by stirring at room temperature for 24 hours. A small amount of MeOH was added to the reaction mixture and the solvents were distilled off under reduced pressure, whereby the title compound was obtained as white powder.

Workup

  1. distillationthe solvents were distilled off under reduced pressure, whereby the title compound
  2. customwas obtained as white powder

Sources & evidence

ORD record
ord-d823e1733cde496c9216c6dcd6291efc
Source dataset
uspto-grants-1998_05
Patent number
US05756518

Reaction notes

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