Process for the preparation of trans-.DELTA..sup.9 -isoambrettolide
AssigneeInternational Flavors & Fragrances Inc.
InventorChing Y. Tseng
Life of this patent
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Abstract
A process is described for producing trans-.DELTA..sup.9 -isoambrettolide from aleuritic acid in three reaction steps; first forming a dioxolane by treatment with an excess amount of an orthoformate or a dialkyl formamide dialkyl acetal; then forming the corresponding bengalene acid derivative by heating the dioxolane with acetic anhydride; and then cyclizing the resulting trans bengalene acid derivative by heating it, thereby yielding a high quality substantially pure or 100% pure trans-.DELTA..sup.9 -isoambrettolide.
Claims5
A process for producing trans-.DELTA..sup.9 -isoambrettolide comprising the steps of:
- i. intimately admixing aleuritic acid with a large excess of a compound selected from the group consisting of a trialkyl orthoformate and a dialkyl acetal of a dialkyl formamide thereby forming a dioxolane derivative mixture;
- ii. intimately admixing said dioxolane derivative with a lower alkanoic acid anhydride thereby producing a mixture of trans isomer of bengalene acid derivatives;
- and
- iii. intimately admixing said bengalene acid derivatives with a distillation aid, a transesterifying agent and heat transfer agent and distilling the resulting mixture thereby forming trans-.DELTA..sup.9 -isoambrettolide.
Dependencies are inferred from the claim text.