A kind of synthetic method of intermediate 4-phenylbutanol

Abstract

The invention discloses a synthetic method of an intermediate 4-phenylbutanol, ferrous sulfate, I 2 , NaBH 4 , Fe-N / C, tetrapyridylphenazine and 4-phenylbutyric acid are main raw materials, and its raw materials used are according to the following proportioning: 4-phenylbutyric acid, I 2 The mass ratio is 5:4; Fe‑N / C, NaBH 4 The mass ratio is 5:8; the molar ratio of tetrapyridylphenazine and ferrous sulfate is 5:7; the synthetic technique of the present invention adopts the effect of the sodium borohydride system of 4-phenylbutyric acid and iodine on the catalyst Fe-N / C 4-phenylbutanol is obtained through the reduction reaction. Compared with the traditional synthetic method, the catalyst is easy to separate and recover. Through a large number of experiments, the temperature, dosage, proportion and process flow of the experiment are constantly optimized, so that the reaction is easy to operate. The time is short, and the yield and purity of the product are greatly improved.

Description

technical field [0001] The invention relates to a method for synthesizing an intermediate 4-phenylbutanol, belonging to the field of chemical synthesis. Background technique [0002] 4-phenylbutanol (4-phenylbutanol) CAS: 3360-41-6 is an important chemical intermediate for the synthesis of 4-(4-phenylbutoxy)benzoic acid, and is a long-acting β 2 - An intermediate of the receptor agonist salmeterol, which can also be used in the synthesis of caffeic acid phenylbutanol ester with anti-tumor activity. There are many synthetic methods, and the better methods are: 4-oxo-4-phenylbutyric acid is obtained by Friedel-Crafts reaction of benzene and succinic anhydride, carbonyl is reduced by zinc-amalgam, and finally LiAlH 4 Reduction of the carboxyl group; later, there is a method improvement, through Wolff-Kishner reduction, esterification and NaBH 4 Reduction; 4-phenylbutyric acid through esterification, NaBH 4 Reduction or biotransformation by aromatic reductase. Using benzene ...

AI Technical Summary

Problems solved by technology

Using benzene and γ-butyrolactone as raw materials, it is prepared in one step by Friedel-Crafts reaction. After the reaction, all the aluminum chloride and the product are dissolved in alkaline water, and the benzene layer is separated and then neutralized with acid to precipitate the product. It needs vacuum distillation The pure product is obtained; the reaction conversion rate is low, the post-treatment steps are relatively complicated, and the yield and purity of the product are not high, which limits its industrial application and development. Therefore, it is urgent to invent a kind of process with simple process steps and high product yield and purity. synthesis method