Methanol → 2-(3-Chloromethylphenoxy)methylquinoline

HRID 1954170Notes

Reaction equation

HRID 1954170 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH2:16]O.O=S(Cl)[Cl:23].CO>C(Cl)(Cl)Cl>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH2:16][Cl:23]

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

To a solution of 3-(2-quinolylmethoxy)benzyl alcohol (3.58 g, 13.5 mmol) in CHCl3 (100 ml) was added SOCl2 (2 ml). The mixture was stirred at room temperature for 24 hours. A small amount of methanol was added to the reaction mixture, and the solvent thereof was removed under reduced pressure, to thereby obtain the title compound as white powder.

Workup

  1. customthe solvent thereof was removed under reduced pressure

Sources & evidence

ORD record
ord-07c97e01e2b04aeb88157af7427baa52
Source dataset
uspto-grants-2000_09
Patent number
US06121286

Reaction notes

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