Methanol → 2-(3-Chloromethylphenoxy)methylquinoline

HRID 1953467Notes

Reaction equation

HRID 1953467 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-5faf5937aa3e4b4e932d1d4bf7b1c3c0
Source dataset
uspto-grants-2000_09
Patent number
US06117886

Reaction notes

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