Preparation method of 7-hydroxy-1-tetralone

Abstract

The invention relates to a preparation method of 7-hydroxy-1-tetralone with a structural formula I. 4-(4-methoxyphenyl)butyric acid with a structural formula II is used as a starting material, in the presence of Lewis acid, a one pot process is used for carrying out cyclization and a demethylating reaction, and 7-hydroxy-1-tetralone is obtained. The preparation method has simple operation, phosphorus-containing reagents are not used, and environmental friendliness of the reaction is improved; in addition, yield of 7-hydroxy-1-tetralone is high (higher than 85%), and purity is good (high than 99.9%). Accordingly the method is completely suitable for industrial production, and satisfies requirements on quality of intermediates in medical industry.

Description

technical field

[0001] The invention belongs to the field of organic chemistry, and in particular relates to a preparation method of a useful pharmaceutical intermediate 7-hydroxyl-1-tetralone. Background technique

[0002] 7-Hydroxy-1-tetralone is a useful intermediate for synthesizing various active fused ring compounds, such as prostaglandins and velpatasvir. Its structural formula is shown in I, and its CAS number is: 22009-38-7.

[0003]

[0004] The synthetic train of thought of 7-hydroxyl-1-tetralone reported in the prior art can be roughly divided into two kinds: a kind of is that 7-methoxyl-1-tetralone demethylation obtains 7-hydroxyl- 1-tetralone; the other is to substitute the hydroxyl group on the phenyl group of 1-tetralone to obtain 7-hydroxyl-1-tetralone. But both methods have deficiencies.

[0005] The reaction scheme of the first method is as follows:

[0006]

[0007] 7-Methoxy-1-tetrahydronaphthalene was reported in Woo, L.W. Lawrence; Howarth, Ni...

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