1,4,6,10-tetra-double bond pentadec-carbon phosphonate, preparation method thereof, and preparation method of lycopene using the same

US8536361B2 · kind B2 · utility

Inventors

• Runpu Shen · Xinchang County, CN
• Weidong Ye · Xinchang County, CN
• Shiqing Pi · Zhejiang, CN
• Xuejun Lao · Xinchang County, CN
• Luo Liu · Zhejiang, CN
• Xiaohua Song · Zhejiang, CN
• Chunlei Wu · Changzhou City, CN
• Zhigang Wu · Suzhou, CN

Key dates

• Filing date: Jan 30, 2011
• Grant date: Sep 17, 2013
• Expiry date: Jan 30, 2031

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C11/21
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

1,4,6,10-tetra-double bond pentadec-carbon phosphonate of formula (4), and preparation method thereof are provided. The preparation method comprises: reacting a pseudo ionone of formula (2) with sulfonium salt to prepare a epoxide of formula (9), and then reacting the epoxide of formula (9) with magnesium bromide to prepare a C-14 aldehyde of formula (3); condensing the C-14 aldehyde of formula (3) with tetra-alkyl methylene diphosphonate to obtain 1,4,6,10-tetra-double bond pentadec-carbon phosphonate of formula (4). Furthermore, the preparation method of lycopene via 1,4,6,10-tetra-double bond pentadec-carbon phosphonate of formula (4) is also provided. The present method has the advantages of short route, easily obtained raw materials, and low cost.