Bicyclic aldehydes
AssigneeBASF SE
InventorsWerner Hoffmann, Karl von Fraunberg
Life of this patent
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Abstract
2-Halomethyl-, 2-alkoxymethyl- and 2-acyloxymethyl-3-methyl-3-formyl-bicyclo[2.2.1]heptane and -hept-5-ene and a process for their preparation. The new compounds are obtained by reacting cyclopentadiene or dicyclopentadiene with the corresponding 4-halo-, 4-alkoxy- or 4-acyloxy-2-methyl-crotonaldehydes under the conventional conditions for Diels-Alder reactions, with or without subsequent catalytic hydrogenation of the Diels-Alder adduct obtained. The new compounds provide an industrially easily realized and advantageous method of synthesis of the sought-after essential ingredients of natural sandalwood oils.
Claims6
A bicyclic aldehyde of the general formula I ##STR7## where X is Cl, Br, --OR or--O--CO--R, R is a saturated hydrocarbon radical of 1 to 10 carbon atoms and the broken line may represent an additional C--C bond.
2-Chloromethyl-3-methyl-3-formyl-bicyclo[2.2.1]hept -5-ene.
2-Chloromethyl-3-methyl- 3-formyl-bicyclo[2.2.1]heptane.
2-Acetoxymethyl-3-methyl-3-formyl-bicyclo[2.2.1]hept- 5-ene.
2-Acetoxymethyl-3-methyl-3-formyl-bicyclo[2.2.1]-heptane.
Dependencies are inferred from the claim text.