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Method for manufacturing alcohols

A manufacturing method and technology of alcohols, applied in the direction of organic chemical methods, chemical instruments and methods, and preparation of organic compounds, which can solve the problems of low yield and the use of a large amount of solvents, etc.

Inactive Publication Date: 2009-12-23
TORAY FINE CHEMICALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

As an example, there is a method for producing neopentyl alcohol by reacting tert-butylmagnesium chloride and formaldehyde in a tetrahydrofuran solvent, but the yield is as low as 42 to 50% (for example, Non-Patent Document 1)
In addition, there is a method of producing neopentyl alcohol by reacting tert-butylmagnesium chloride and paraformaldehyde in a tetrahydrofuran solvent, but there is a problem that a large amount of solvent must be used (for example, non-patent document 2)

Method used

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  • Method for manufacturing alcohols

Examples

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Embodiment 1

[0038] Hereinafter, although an Example and a comparative example are shown and this invention is demonstrated in detail, this invention is not limited to these.

[0039] In a 500ml flask equipped with a stirrer, a condenser, a thermometer, and a dropping funnel, add 26.2g (1.08 moles) of magnesium metal and 233.6g of tetrahydrofuran. Add 100.0 g (1.08 moles) of tert-butyl chloride. After the dropwise addition, stir at an internal temperature of 50-55°C until the magnesium disappears to obtain tert-butylmagnesium chloride.

[0040] Next, in a 1000 ml flask equipped with a stirrer, a condenser, a thermometer, and a dropping funnel, 32.1 g (1.08 moles of pure components) of 95% paraformaldehyde (PFA), 32.1 g of mesitylene, and 64.2 g of tetrahydrofuran were added. , at an internal temperature of 45-50°C, add all the previously obtained tert-butylmagnesium chloride dropwise. After the dropwise addition, the mixture was stirred at an internal temperature of 45 to 50° C. for 4 ho...

Embodiment 2

[0046] Using the same apparatus as in Example 1, the reaction was carried out under the conditions shown in Table 1, substituting 32.1 g of toluene for mesitylene. The results are shown in Table 1.

Embodiment 3

[0048] Using the same apparatus as in Example 1, 32.1 g of anisole was used instead of mesitylene, and the reaction was carried out under the conditions shown in Table 1. The results are shown in Table 1.

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Abstract

The present invention provides a method for manufacturing alcohols having a good production character and having two level or three level carbon in a high yield. The method is that a Grignard reagent represented by the following chemical formula reacts with paraformaldehyde or formaldehyde with the existence of a mixed solvent of fatty ether and aromatic organic solvent, then the outcome yield is hydrolyzed. RnCH(3-n)-MgX, in the formula, R represents aromatic residue or fatty group residue or unsaturation fatty group, X represents a halogen atom, and n represents 2 or 3.

Description

technical field [0001] Alcohols produced in the present invention are compounds useful as intermediates of agricultural chemicals, medicines, and electrical materials chemicals. Background technique [0002] Methods for producing alcohols by reacting Grignard reagents with aldehydes are generally known. For example, various methods are known as methods for producing neopentyl alcohol. As an example, there is a method for producing neopentyl alcohol by reacting tert-butylmagnesium chloride and formaldehyde in a tetrahydrofuran solvent, but the yield is as low as 42 to 50% (eg, Non-Patent Document 1). There is also a method of producing neopentyl alcohol by reacting tert-butylmagnesium chloride and paraformaldehyde in a tetrahydrofuran solvent, but there is a problem that a large amount of solvent must be used (for example, Non-Patent Document 2). [0003] Non-Patent Document 1: J.Am.Chem.Soc.2028, Volume 60 (1938) [0004] Non-Patent Document 2: Org.Process.Res.Dev.825, Vo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07B49/00C07C29/40C07C31/02C07C33/18
Inventor 濑尾基晴宫田晓
Owner TORAY FINE CHEMICALS CO LTD
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