Neryl acetate

Acid-catalyzed esterification of nerol and geraniol with acid anhydrides produces the corresponding esters. The acetates and isobutyrates are also avaUable commercial products. U.S. production of neryl acetate [141-12-8] in 1993 was 18 t at a price of 11.56/kg and that of geranyl acetate [105-37-3] was 132 t at a price of 9.86/kg (67). 

Allylic acetates of either geranyl acetate or neryl acetate reacted with the sodium salt of methyl phenylsulfonyl acetate in the presence of tetrakis(triphenylphosphine palladium) affording the corresponding olefin, with a retained geometry at the primary carbon... 

Synthesis from (3-Pinene. Pyrolysis of /3-pinene yields myrcene, which is converted into a mixture of predominantly geranyl, neryl, and linalyl chloride by addition of hydrogen chloride in the presence of small amounts of catalyst, e.g., copper(I) chloride and an organic quaternary ammonium salt [29]. After removal of the catalyst, the mixture is reacted with sodium acetate in the presence of a nitrogen base (e.g., triethylamine) and converted to geranyl acetate, neryl acetate, and a small amount of linalyl acetate [30]. 

SCHEME 44. Comparison of Zn and In in the Pd-catalyzed reaction of alkynylmetals with geranyl and neryl acetate... 

Raspberry Benzyl salicylate alpha-tonone Isobutyl cinnamate Methyl ionone Neryl acetate Santa lol. 

Decanol Geranial Neryl acetate ct s-Linalool oxide P-Caryophellene ... 

Geranyl acetate Neryl acetate Geranyl acetone Citronellol... 

Kaul et al. (2003) analysed essential oil profiles of various parts of cinnamon. The oil yields of different plant parts were 0.40% in tender twigs 0.36% in the pedicels of buds and flowers 0.04% in buds and flowers 0.33% in the pedicels of fruits and 0.32% in fruits. The tender twig oil was richer in a-phellandrene (3.4%), limonene (1.6%) and (E)-cinnamaldehyde (4%). The volatile oils from pedicels were richer in (EJ-cinnamyl acetate (58.1-64.5%), -caryophyllene (9.6-11.1%) and neryl acetate (1.4—2.0%). Higher amounts of (Z)-cinnamyl acetate (6.1%), a-humulene (2.2%),... 

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