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Palladium Catalysed Reaction of Myrcene with Acetic Acid and Phenol
Author(s) -
Watanabe S.,
Suga K.,
Hijikata K.
Publication year - 1971
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.197100042
Subject(s) - chemistry , myrcene , acetic acid , organic chemistry , phenol , palladium , methyl vinyl ketone , catalysis , yield (engineering) , benzene , methylene , medicinal chemistry , limonene , chromatography , materials science , metallurgy , essential oil
This paper concerns the reaction of myrcene, 7‐methyl‐3‐methylene‐1,6‐octadiene, with acetic acid‐sodium acetate and phenol‐sodium phenoxide in the presence of a variety of palladium‐catalysts under various conditions. The reaction of myrcene with acetic acid catalysed by palladous chloride‐triphenyl phosphine in benzene under nitrogen gave a mixture of linalylacetate (I), 2‐acetoxy‐3‐methylene‐7‐methyl‐6‐octene (II), 3‐acetoxymethyl‐7‐methyl‐2,6‐octadiene (III), nerylacetate (IV) and geranylacetate (V) in yield of 15%. The analogous reaction catalysed by palladium‐cupric acetate under oxygen gave the similar acetates mixture in yield of 21%. The reaction of myrcene with phenol catalysed palladous chloride‐benzonitrile complex gave a mixture of various terpene ethers and myrcene dimers.
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