Toluene → 2-(3-Methoxyphenoxy)-1-(4-methoxyphenyl)ethan-1-one

HRID 1955378Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([OH:9])[CH:6]=[CH:7][CH:8]=1.[CH3:10][O:11][C:12]1[CH:21]=[CH:20][C:15]([C:16](=[O:19])[CH2:17]Br)=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+].C1(C)C=CC=CC=1>CC(=O)CC.C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:6]=[CH:7][CH:8]=1)[O:9][CH2:17][C:16]([C:15]1[CH:20]=[CH:21][C:12]([O:11][CH3:10])=[CH:13][CH:14]=1)=[O:19]

Participants

Conditions

Temperature: 80 °C

Procedure

In a one liter round-bottom flask, fitted with a condenser and nitrogen inlet, were added 3-methoxyphenol (12.4 g, 0.1 mole), 4-methoxyphenacyl bromide (22.9 g, 0.1 mole), potassium carbonate (17.3 g, 0.125 mole) in 100 ml of 2-butanone. This mixture was heated to 80° C. and was maintained at this temperature for about four hours. The progress of the reaction was monitored by thin layer chromatography (silica gel, 9:1 toluene:ethyl acetate).

Workup

customIn a one liter round-bottom flask, fitted with a condenser and nitrogen inlet
temperaturewas maintained at this temperature for about four hours

Sources & evidence

ORD record: ord-6d8aff8b76424be29b7c9af031464d8c
Source dataset: uspto-grants-2000_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06124311

Reaction notes

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