6,8,10-undecatrien-3-one or 6,8,10-undecatrien-4-one, and aroma compositions
AssigneeT. Hasegawa Co., Ltd.
InventorsAkira Nakanishi, Yasutaka Ohkubo, Naomi Tomita, Norio Miyazawa, Tomoko Maeda
Life of this patent
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Abstract
This invention offers 6,8,10-undecatrien-3-one or 6,8,10-undecatrien-4-one which are represented by the following formula (1) [in the formula, either one of A and B stands for carbonyl group and the other stands for methylene group, and the wavy line signifies cis-form, trans-form, or a mixture of cis- and trans-form at an optional ratio] and which can reproduce an odor rich in naturality and freshness.
Claims6
6,8,10-Undecatrien-3-one or 6,8,10-undecatrien-4-one, which are represented by the following formula (1):
- [in the formula, either one of A and B stands for carbonyl group, and the other stands for methylene group, the wavy line signifying cis-form, trans-form or a mixture of cis- and trans-forms at an optional ratio].
A method of producing 6,8,10-undecatrien-3-one which is represented by the following formula (1-1)
- [in the formula, the wavy line signifies cis-form, trans-form or a mixture of cis- and trans-forms at an optional ratio]
- which is characterized by comprising subjecting a phosphonium salt represented by the following formula (2)
- [in the formula, R1 stands for an aryl and X stands for a halogen]
- or a phosphonate of the following formula (3)
- [in the formula, R2 stands for a C1-8 alkyl or aryl]
- to Wittig reaction or Horner-Emmons reaction, with a lactol of the following formula (4)
- and oxidizing the resulting 6,8,10-undecatrien-3-ol of the following formula (5)
- [in the formula, the wavy line signifies cis-form, trans-form or a mixture of cis- and trans-forms at an optional ratio].
A method for producing 6,8,10-undecatrien-3-one which is represented by the following formula (1-1)
- [in the formula, the wavy line signifies cis-form, trans-form, or a mixture of cis- and trans-forms at an optional ratio]
- which is characterized by comprising subjecting a phosphonium salt of the following formula (2)
- [in the formula, R1 stands for an aryl and X stands for a halogen]
- or a phosphonate of the following formula (3)
- [in the formula, R2 stands for a C1-8 alkyl or aryl]
- to Wittig reaction or Horner-Emmons reaction, with a ketoaldehyde of the following formula (6)
A method for producing 6,8,10-undecatrien-4-one which is represented by the following formula (1-2)
- [in the formula, the wavy line signifies cis-form, trans-form, or a mixture of cis- and trans-forms at an optional ratio]
- which is characterized by comprising subjecting a phosphonium salt represented by the following formula (2)
- [in the formula, R1 stands for an aryl and X stands for a halogen]
- or a phosphonate of the following formula (3)
- [in the formula, R2 stands for a C1-8 alkyl or aryl]
- to Wittig reaction or Horner-Emmons reaction, with an aldehyde of the following formula (14)
- and deacetalizing the resulting trieneacetal of the following formula (15)
- [in the formula, the wavy line signifies cis-form, trans-form or a mixture of cis- and trans-forms at an optional ratio].
Dependencies are inferred from the claim text.