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US 5,672,725 AGranted
Process for preparing quinones
AssigneeHoechst Celanese Corporation
InventorDavid W. Polis
Life of this patent
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Abstract
The invention provides a novel process to oxidize 1,4-dihydroxy aromatic compounds into the corresponding quinones using sulfuryl chloride as the oxidant. The process is simple and cost effective and provides an efficient way to synthesize hindered quinones.
Claims15
A process to prepare aromatic quinones from corresponding dihydroxy aromatic compounds, said process comprising:
- (a) preparing a mixture of said dihydroxy aromatic compound and sulfuryl chloride in a molar ratio range of about 1:2 to 1:5 respectively in a suitable apparatus in a substantial absence of added solvent;
- (b) subjecting said mixture to a temperature range between ambient temperature and reflux temperature of sulfuryl chloride for a time period of about 0.1-10 hours;
- and (c) isolating said quinone.
A process to prepare 1,4-benzoquinone from corresponding 1,4-dihydroxybenzene, said process comprising:
- (a) preparing a mixture of said dihydroxybenzene and sulfuryl chloride in a molar ratio range of about 1:2 to 1:5 respectively in a suitable apparatus;
- (b) subjecting said mixture to a temperature range between ambient temperature and reflux temperature of sulfuryl chloride for a time period of about 0.1-10 hours;
- and (c) isolating the 1,4-benzoquinone.
A process to prepare 2,6-di-tert-butyl-1,4-benzoquinone from 2,6-di-tert-butyl-1,4-dihydroxybenzene, said process comprising:
- (a) preparing a mixture of said dihydroxybenzene and sulfuryl chloride in a molar ratio range of about 1:2 to 1:5 respectively in a suitable apparatus;
- (b) subjecting said mixture to a temperature range between ambient temperature and reflux temperature of sulfuryl chloride for a time period of about 0.1-10 hours;
- and (c) isolating 2,6-di-tert-butyl-1,4-benzoquinone.
Dependencies are inferred from the claim text.