3-(3-Methoxyphenyl)quinoline → 3-Quinolin-3-ylphenol

HRID 1035640Notes

Reaction equation

HRID 1035640 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:10]=[N:11][C:12]3[C:17]([CH:18]=2)=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:6]=[CH:7][CH:8]=1.[Cl-].[Cl-].[Cl-].[Al+3]>>[N:11]1[C:12]2[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:18]=[C:9]([C:5]2[CH:4]=[C:3]([OH:2])[CH:8]=[CH:7][CH:6]=2)[CH:10]=1

Participants

3

Reactant 2

HCID 41342983-(3-Methoxyphenyl)quinolineHCID 6451240Aluminum(III) Chloride

Product 1

HCID 200999493-Quinolin-3-ylphenolYield 85%

Procedure

The compound is prepared by reaction of 3-(3-methoxyphenyl)quinoline (101 mg, 0.43 mmol, 1 eq) with aluminum trichloride (341 mg, 2.57 mmol, 6 eq) according to method F. Purification by preparative thin-layer chromatography with dichloromethane/methanol 95/5 (DC plates coated with 1 mm thick coating) yields the desired product in a yield of 85%, 81 mg.

Workup

  1. customPurification by preparative thin-layer chromatography with dichloromethane/methanol 95/5 (DC plates coated with 1 mm thick coating)

Sources & evidence

ORD record
ord-2d9a0552ec6b40b89cf6b190f359b5dc
Source dataset
uspto-grants-2013_10
Patent number
US08546392B2

Reaction notes

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