3-(4-Methoxyphenyl)quinoline → 4-Quinolin-3-ylphenol

HRID 1035641Notes

Reaction equation

HRID 1035641 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([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:5][CH:4]=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:6]2[CH:7]=[CH:8][C:3]([OH:2])=[CH:4][CH:5]=2)[CH:10]=1

Participants

3

Reactant 2

HCID 41342973-(4-Methoxyphenyl)quinolineHCID 6451240Aluminum(III) Chloride

Product 1

HCID 117461834-Quinolin-3-ylphenolYield 82%

Procedure

The compound is prepared by reaction of 3-(4-methoxyphenyl)quinoline with aluminum trichloride (564 mg, 4.23 mmol, 5 eq) according to method F. Purification by column chromatography with dichloromethane/methanol 99/1 as the eluent yields the desired product in a yield of 82%, 156 mg.

Workup

  1. customPurification by column chromatography with dichloromethane/methanol 99/1 as the eluent

Sources & evidence

ORD record
ord-34947dd94fd84b3995f4677b80d8b771
Source dataset
uspto-grants-2013_10
Patent number
US08546392B2

Reaction notes

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