Abstract

The invention discloses an intermediate 1-methoxyl-2,6,10-trimethyl-1,3,5, 9-undec-tetraene, and a preparation method and uses thereof. In the synthesis method for the current lycopene intermediate 2-pos double bond C-14 aldehyde (2,6,10-trimethyl-2,5,9-undecatriene-1-aldehyde), expensive methyl iodide, polluting dimethyl sulphide and dangerous strong base are needed, so that the method is hardly applied to industrial production. The invention provides a new compound 1-methoxyl-2,6,10-trimethyl-1,3,5,9-undec-tetraene, and pure 2-pos double bond C-14 aldehyde can be prepared by hydrolyzing and refining the compound. The synthetic route is simplified and the great suitability for industrial production is achieved.

IPC Classes  ?

• C07C 45/42 - Preparation of compounds having C=O groups bound only to carbon or hydrogen atomsPreparation of chelates of such compounds by hydrolysis
• C07C 41/30 - Preparation of ethers by reactions not forming ether-oxygen bonds by increasing the number of carbon atoms, e.g. by oligomerisation
• C07C 43/15 - Unsaturated ethers containing only non-aromatic carbon-to-carbon double bonds

Abstract

The invention relates to a novel important lycopene intermediate 3,7,11-trimethyl-1,3,6,10-tetraene-dodecyl diethyl phosphonate. A current lycopene intermediate 2,4,6,10-tetra-double bond pentadec-carbon phosphonate is difficult to synthesize. The invention provides a novel intermediate, which has the following synthesis steps of: preparing 2,6,10-trimethyl-3,5,9-undecane triene-1-aldehyde from pseudoionone; preparing 2,6,10-trimethyl-2,5,9-undecane triene-1-aldehyde from the 2,6,10-trimethyl-3,5,9-undecane triene-1-aldehyde; and subjecting the 2,6,10-trimethyl-2,5,9-undecane triene-1-aldehyde and tetraethyl methylenediphosphonate to condensation reaction to obtain target product. The invention can generate novel intermediate from raw material pseudoionone only by four reactions, thus the reactions are easy to control and great industrial value are achieved.

IPC Classes  ?

• C07F 9/40 - Esters thereof

Abstract

Disclosed is an intermediate 1-methoxyl-2,6,10-trimethyl-1,3,5,9- undec-tetraene and a preparation method and uses thereof. The synthesis method of the current lycopene intermediate 2-position double bond C-14 aldehyde (2,6,10-trimethyl-2,5,9-undec-triene-1-aldehyde) needs expensive methyl iodide, polluting dimethyl sulphide and dangerous strong base so that the current lycopene intermediate is difficult to apply to industrial production. Provided is a new compound which is 1-methoxyl-2,6,10-trimethyl-1,3,5,9- undec-tetraene, and pure 2-position double bond C-14 aldehyde can be prepared by hydrolyzing and refining the compound. The method simplifies the synthetic route and is suitable for industrial production.

IPC Classes  ?

• C07C 43/16 - Vinyl ethers
• C07C 41/30 - Preparation of ethers by reactions not forming ether-oxygen bonds by increasing the number of carbon atoms, e.g. by oligomerisation
• C07C 47/21 - Unsaturated compounds having —CHO groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
• C07C 45/42 - Preparation of compounds having C=O groups bound only to carbon or hydrogen atomsPreparation of chelates of such compounds by hydrolysis

Abstract

A lycopene intermediate 3, 7, 11-trimethyl-1, 3, 6, 10-tetraene-dodecyl diethyl phosphonate is disclosed. The preparation method thereof is as follows: preparing 2, 6, 10-trimethyl-3, 5, 9-undecane triene-1-aldehyde from pseudo ionone; then preparing 2, 6, 10-trimethyl-2, 5, 9-undecane triene-1-aldehyde; condensing 2, 6, 10-trimethyl-2, 5, 9-undecane triene-1-aldehyde with tetra-ethyl methylene diphosphonate to obtain the target product. The reaction in this invention is easy to control, and the invention has great industrial values.

IPC Classes  ?

• C07F 9/40 - Esters thereof
• C07C 11/21 - AlkatrienesAlkatetraenesOther alkapolyenes
• C07C 1/34 - Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero atoms other than, or in addition to, oxygen or halogen reacting phosphines with aldehydes or ketones, e.g. Wittig reaction