Phenylethl o-methylcinnamate, a process for preparation and a fr

Perfume compositions – Perfume compositions – Ring containing active ingredient

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560104, A61K 746

Patent

active

050666401

ABSTRACT:
The invention relates to phenylethyl o-methylcinnamate and a process for its preparation. Phenylethyl o-methylcinnamate is prepared by, first, alkylating ethyl acetoacetate with o-methylbenzyl chloride in the presence of a phase transfer catalyst to yield 2-(o-methylbenzyl)-acetoacetate. Thereafter the 2-(o-methylbenzyl)-acetoacetate yielded in the alkylating step is halogenated to yield ethyl 2-halo-2-(o-methylbenzyl)-acetoacetate. This is followed by degarding the ethyl 2-halo-2-(o-methylbenzyl)-acetoacetate acid. Finally the o-methylcinnamic acid obtained in the degarding step is esterified with 2-phenylethanol into phenylethyl o-methylcinnamate. A fragrance composition utilizing phenylethyl o-methylcinnamate is also disclosed.

REFERENCES:
patent: 2246974 (1941-06-01), Coleman et al.
patent: 3074891 (1963-01-01), Kulka
patent: 4263359 (1981-05-01), Anderson et al.
patent: 4587260 (1986-05-01), Smerbeck et al.
Bohlmann et al., Chem. Abst., vol. 87, #35864h (1977).
Ninomiya et al., Chem. Abst., vol. 92, #31935n (1980).
Furia et al., "Fenaroli's Handbook of Flavor Ingredients", 2nd Edtn., vol. 2, p. 463 (1975).

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