Title:
INDUSTRIAL MANUFACTURING METHOD FOR DAMASCENONE
Document Type and Number:
WIPO Patent Application WO/2016/155485
Kind Code:
A1
Abstract:
Provided is an industrial manufacturing method for a damascenone, the method being characterised in that: compound A and compound B undergo a cyclisation reaction to form compound C, compound C undergoes a reduction reaction so that compound D is obtained, compound D is reacted with 3-hydroxy-1-butyne to form compound E, and the target damascenone is obtained via rearrangement of compound E. The present invention optimises the production process and the synthetic route, there are few side reactions during production, post-treatment is convenient, the production conditions are mild, and the present invention is suitable for industrial production modes.
Inventors:
WANG ZHIXUN (CN)
Application Number:
PCT/CN2016/076315
Publication Date:
October 06, 2016
Filing Date:
March 14, 2016
Export Citation:
Assignee:
WANG ZHIXUN (CN)
International Classes:
C07C45/52; C07C49/557
Foreign References:
| CH563326A5 | 1975-06-30 |
Other References:
OHLOFF, G. ET AL.: "Model Reactions for the Biosynthesis of Damascone Compounds and Their Preparative Application", HELVETICA CHIMICA ACTA, vol. 56, no. 5, 18 July 1973 (1973-07-18), pages 1503 - 1513, XP055319386, ISSN: 0018-019X
LOEBER, D.E. ET AL.: "Carotenoids and Related Compounds. Part XXVIII. Synthesis of Zeaxanthin, beta-Cryptoxanthin, and Zeinoxanthin (a-Cryptoxanthin)", JOURNAL OF THE CHEMICAL SOCIETY SECTION C: ORGANIC, 1 January 1971 (1971-01-01), pages 404 - 408, XP009048781, ISSN: 0022-4952
SNOWDEN, R.L. ET AL.: "beta-Cleavage of Bis (homoallylic) Potassium Alkoxides. Two-Step Preparation of Propenyl Ketones from Carboxylic Esters. Synthesis of ar-Turmerone, a-Damascone, beta-Damascone, and beta-Damascenone", HELVETICA CHIMICA ACTA, vol. 70, no. 7, 4 November 1987 (1987-11-04), pages 1858 - 1878, XP055319408, ISSN: 0018-019X
LOEBER, D.E. ET AL.: "Carotenoids and Related Compounds. Part XXVIII. Synthesis of Zeaxanthin, beta-Cryptoxanthin, and Zeinoxanthin (a-Cryptoxanthin)", JOURNAL OF THE CHEMICAL SOCIETY SECTION C: ORGANIC, 1 January 1971 (1971-01-01), pages 404 - 408, XP009048781, ISSN: 0022-4952
SNOWDEN, R.L. ET AL.: "beta-Cleavage of Bis (homoallylic) Potassium Alkoxides. Two-Step Preparation of Propenyl Ketones from Carboxylic Esters. Synthesis of ar-Turmerone, a-Damascone, beta-Damascone, and beta-Damascenone", HELVETICA CHIMICA ACTA, vol. 70, no. 7, 4 November 1987 (1987-11-04), pages 1858 - 1878, XP055319408, ISSN: 0018-019X
Attorney, Agent or Firm:
SHANGHAI CPTO INTELLECTUAL PROPERTY AGENCY CO., LTD (CN)
上海精晟知识产权代理有限公司 (CN)
上海精晟知识产权代理有限公司 (CN)
Download PDF:
Previous Patent: TSUNAMI FORECAST METHOD AND DEVICE AND TSUNAMI WARNING METHOD AND DEVICE
Next Patent: INDUSTRIAL MANUFACTURING METHOD FOR DAMASCENONE
Next Patent: INDUSTRIAL MANUFACTURING METHOD FOR DAMASCENONE