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US 12,729,188 B2Granted
Ring closure of benzoquinones containing an unsaturated side chain using a basic catalyst
AssigneeDsm IP Assets B.V.
InventorsWerner Bonrath, Rolf Kuenzi, Meltem Tirpanci, Thomas Netscher
Life of this patent
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Abstract
The present invention relates to the formation of compound of the formula (I) by a ring closure reaction of the compound of the formula (II) in the presence of a catalytic amounts of a base. It has been found that this reaction is very efficient and offers for example an efficient pathway for the synthesis of 3,4-dehydro-α-tocotrienol respectively α-tocotrienol and α-tocopherol.
Claims13
A process of manufacturing the compound of formula (I):
- wherein the process comprises a ring closing step of the compound of formula (II):
- in the presence of a basic catalyst to yield the compound of formula (I), wherein n=0 or 1 or 2 or 3 or 4 or 5 or 6 or 7 or 8 or 9 or 10 or 11 or 12;
- R1 represents hydrogen or a methyl group;
- R3 and R4 either represent independently from each other hydrogen or methyl group or methoxy group or represent together a —CH—CH—CH— and form an aromatic group;
- any bond having dotted line () represents independently from each other either a carbon-carbon single bond or a carbon-carbon double bond;
- and
- any wavy line represents independently from each other a carbon-carbon bond and which when linked to the carbon-carbon double bond is either in the Z- or in the E-configuration;
- and
- wherein a molar ratio of the basic catalyst to the compound of formula (II) is 1:1,000 to 1:5.
6 more elements
Dependencies are inferred from the claim text.