Methanol → 2-(3-Chloromethylphenoxy)methylquinoline

HRID 1418862Notes

Reaction equation

HRID 1418862 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-49d0f9ee011e41f19819bdfdf51ae67d
Source dataset
uspto-grants-1999_03
Patent number
US05885987

Reaction notes

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