3-Hydroxybenzophenone → {3-[(6,7-Dimethoxy-4-quinolyl)oxy]phenyl}phenylmethanone

HRID 1857198Notes

Reaction equation

Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][CH:3]=1.[OH:16][C:17]1[CH:18]=[C:19]([CH:28]=[CH:29][CH:30]=1)[C:20]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:21]>>[CH3:13][O:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][C:8]=1[O:14][CH3:15])[N:5]=[CH:4][CH:3]=[C:2]2[O:16][C:17]1[CH:18]=[C:19]([C:20]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[O:21])[CH:28]=[CH:29][CH:30]=1

Participants

Reactant 2

HCID 830503-Hydroxybenzophenone

HCID 4596104-Chloro-6,7-dimethoxyquinoline

Product 1

HCID 53907205{3-[(6,7-Dimethoxy-4-quinolyl)oxy]phenyl}phenylmethanoneYield 65.3%

Conditions

Temperature: 170 °C

Procedure

A mixture of 4-chloro-6,7-dimethoxyquinoline (112 mg) and commercially available 3-hydroxybenzophenone (297 mg) was stirred at 170° C. for 10 minutes, the reaction mixture was then purified by thin layer chromatography on silica gel eluting with hexane/acetone (2/1) to obtain 126 mg of the title compound (yield: 65%).

Workup

customthe reaction mixture was then purified by thin layer chromatography on silica gel eluting with hexane/acetone (2/1)

Sources & evidence

ORD record: ord-a2e9c24a256f4eb3a7ffd7bf2e26bd73
Source dataset: uspto-grants-2000_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06143764

Reaction notes

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