Aluminum(III) Chloride → 3-(4-Hydroxyphenyl)quinolin-7-ol

HRID 1035642Notes

Reaction equation

HRID 1035642 reaction equation
C[O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[C:8]([C:13]3[CH:18]=[CH:17][C:16]([O:19]C)=[CH:15][CH:14]=3)[CH:9]=[N:10]2)=[CH:5][CH:4]=1.[Cl-].[Cl-].[Cl-].[Al+3]>>[OH:19][C:16]1[CH:17]=[CH:18][C:13]([C:8]2[CH:9]=[N:10][C:11]3[C:6]([CH:7]=2)=[CH:5][CH:4]=[C:3]([OH:2])[CH:12]=3)=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 594434847-Methoxy-3-(4-methoxyphenyl)quinoline

Product 1

HCID 1359146653-(4-Hydroxyphenyl)quinolin-7-olYield 63%

Procedure

The compound is prepared by reaction of 7-methoxy-3-(4-methoxyphenyl)quinoline (96 mg, 0.37 mmol, 1 eq) with aluminum trichloride (392 mg, 2.95 mmol, 6 eq) according to method F. Purification by column chromatography with dichloromethane/methanol 96/4 as the eluent yields the desired product in a yield of 63%, 55 mg.

Workup

  1. customPurification by column chromatography with dichloromethane/methanol 96/4 as the eluent

Sources & evidence

ORD record
ord-3b1523321de74abb9bac66c042331f39
Source dataset
uspto-grants-2013_10
Patent number
US08546392B2

Reaction notes

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