Preparation method of C-14 enol ether

A C-14, enol ether technology, applied in ether preparation, organic chemistry and other directions, can solve the problems of difficult synthesis, pollution, difficulty in the source of raw material C-4 phosphonates, etc.
CN102180774AInactive Publication Date: 2011-09-14SHAOXING UNIVERSITY
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
SHAOXING UNIVERSITY
Publication Date
2011-09-14
Estimated Expiration
Not applicable · inactive patent

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Abstract

The invention relates to a preparation method of C-14 enol ether. The C-14 enol ether is an intermediate of vitamin A, and the chemical name of the C-14 enol ether is 1-methoxy-2-methyl-4-(2,6,6-trimehtyl-1-cyclohexene-1-ly)-1,3-butadiene. The preparation method comprises the step of carrying out Wittig-Horner condensation reaction on beta-irisone as shown in a formula 4 and diethyl methylphosphonate as shown in a formula 8 at the temperature of minus 40-30 DEG C in an ether solvent or dipolar aprotic solvent in the presence of alkali so as to prepare the C-14 enol ether as shown in a formula7. According to the preparation method, reaction route is simple, and raw materials are simple and available.
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Description

Technical field:

[0001] The present invention relates to a preparation method of vitamin A intermediate C-14 enol ether, the chemical name of C-14 enol ether is 1-methoxy-2-methyl-4-(2,6,6-tri Methyl-1-cyclohexen-1-yl)-1,3-butadiene, the chemical formula is shown in formula 7.

[0002]

[0003] Formula 7. Background technique:

[0004] Vitamin A and its derivatives are an important class of medicines, which are used to treat night blindness, dry eyes, corneal softening, and dry skin; they can promote human growth and development, and can enhance resistance to diseases; at the same time, vitamin A It is also an important feed additive. 2-Methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-aldehyde (C-14 aldehyde) is a key intermediate in the synthesis of vitamin A For example, in 1947, in the C14+C6 route developed by O.Isler et al. of Roche, Switzerland, starting from C-14 aldehyde, it was prepared by Grignard reaction, hydrogenation, acetylation, hydroxyl brominati...

Claims

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