Preparation method of 3-butyl nonanol

By using NaDCC catalyst and a mild Wittig reaction, combined with a hydroboration-oxidation step, the problems of complex operation and poor safety in existing methods for preparing 3-butylnonanol are solved, and a simple and efficient synthesis of 3-butylnonanol is achieved.

CN119707631APending Publication Date: 2025-03-28SHENZHEN SHENXIN NEW PHARMACEUTICAL BIOTECHNOLOGY CO LTD
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Patent Information

Application Number
CN202311248558.7
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2023-09-26
Publication Date
2025-03-28

AI Technical Summary

Technical Problem

Existing methods for preparing 3-butylnonanol are mostly catalytic hydrogenation or use highly hazardous lithium aluminum hydride, which are difficult to operate and have poor safety.

Method used

3-Butylnonanol was prepared by reacting 2-butyl-1-octanol with NaDCC, a catalyst, and a pH adjuster in a redox reaction, followed by a Wittig reaction and a hydroboration-oxidation reaction. This process avoided high temperature, high pressure, and hazardous reagents, and was synthesized under mild conditions using NaDCC, PPh3CH3Br, and K2CO3.

Benefits of technology

A simple and safe method for preparing 3-butylnonanol is provided, with mild reaction conditions, readily available product, low cost, high yield, and simplified operation process.

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Abstract

The invention relates to a preparation method of 3-butyl nonanol, which comprises the following steps: carrying out redox reaction on 2-butyl-1-octanol, NaDCC, a catalyst, a pH (Potential of Hydrogen) regulator and dichloromethane to prepare 2-butyl-1-octanal; the preparation method comprises the following steps: under the condition of protective gas, carrying out Wittig reaction on 2-butyl-1-octanal, PPh3CH3Br and K2CO3, so as to prepare 3-butyl-1-nonene; and carrying out a hydroboration-oxidation reaction on the 3-butyl-1-nonene, BH3. THF, H2O2 and NaOH, so as to prepare the 3-butyl nonanol. The preparation method is simple, convenient and mild in reaction condition.
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