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US 2018/0370887 A1Published application
Intermolecular reaction of propargyl ethers with dimethylfuran in the presence of gold(i) complexes
AssigneeDsm IP Assets B.V.
InventorsUlla LETINOIS, Stephan ACKERMANN, Jonathan Alan MEDLOCK, Hajo LEHMANN
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Abstract
The present invention relates to a method of preparing ortho substituted phenols from 2,5-dimethylfuran and propargyl ethers in the presence of a gold(I) complex. It is particularly advantageous to use 2,5-dimethylfuran as this offers an ecological beneficial synthesis of said ortho substituted phenols.
Claims17
A process of preparing a compound of formula (I)
- comprising the step of reacting compound of formula (II) with compound of formula (III)
- wherein R1 represents a C1-10-alkyl group or a C4-7-cycloalkyl group;
- in the presence of a gold(I) complex.
Compound of formula (I)
- wherein R1 represents a C1-10-alkyl group or a C4-7-cycloalkyl group.
Composition comprising the compound of formula (I) and at least the compound of formula (IVa) or (IVb)
- wherein R1 represents a C1-10-alkyl group or a C4-7-cycloalkyl group and the wavy line represents a carbon-carbon bond which is linked to the adjacent carbon-carbon double bond so as to have said carbon-carbon double bond either in the Z or in the E-configuration.
A process of reducing a compound of formula (I)
- by a reducing agent in the presence of a heterogeneous metal catalyst to yield a compound of formula (A)
- wherein the metal is selected from the group consisting of Ni, Fe, Ir, Pd, Pt, Rh and Ru;
- wherein R1 represents a C1-10-alkyl group or a C4-7-cycloalkyl group.
Dependencies are inferred from the claim text.