SU1286587A1 - Method of producing trichlormethylcarbinols - Google Patents

Abstract

This invention relates to the field of trichloromethyl carbinol production. The purpose of the invention is to reduce the process time and consumption of liquid ammonia, as well as increase the yield of the product. Trichloromethylcarbinols are obtained by condensation of the corresponding carbonyl compounds with chloroform in liquid ammonia using catalytic amounts of alkali and water, taken in the ratio of mol: 1: 1.0-8.2. The process is carried out at temperatures from -34 to -45 C. 1 table.

Description

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The invention relates to a method for producing chlorine substituted alcohols, and specifically to a method for producing trichloromethylcarbinol, which can be used in medical practice and in agriculture as a pesticide.

The aim of the invention is to reduce the process time, reduce the consumption of liquid ammonia and increase the yield of the target product.

The invention is illustrated by the following examples.

 Example 1. Preparation of 1,1,1-trichloro-2-methylpropanol-2 (chlor-eton).

Under conditions similar to example 1, from 30 g (0.25 mol) of chloroform 18 g (0.25 mol) of methyl ethyl ketone, 3.5 g (0.0625 mol) of caustic potash in 2 ml of water and 60 ml of liquid ammonia in for 1 h at -40 ° C, 42.7 g (89%) of 1,1,1-trichloro-2-methyl-b} tanol-2 with t, kip are obtained. 98-100 ° C- / 30 mm, pp 1.4836; d 1.216 (according to lit. t.kip. bp. 98-99 / 29 mm, 1.2128).

Found%: CI 55.80.

 ABOUT

Calculated,%: C1 55.60.

The characteristics of the process according to the proposed method and the prototype, carried out under comparable conditions, are given in the table.

In a flask equipped with a reflux condenser, a stirrer, an addition funnel, a thermometer and cooled with dry ice, 60 ml of liquid ammonia, 1.4 g (0.025 mol) of potassium hydroxide in 2.8 ml of water are placed, then 30 g (0 , 25 mol) of chloroform and 14.5 - (0.25 mol) of acetone are added dropwise at -34 ° C with vigorous stirring for 5 minutes. Ammonia is evaporated from the reaction mixture, the residue is neutralized with 30% sulfuric acid until neutral or slightly acidic. , the precipitate is filtered off, dried. Obtain 48 g (99%) of chloroethone, so pl. 81-82 ° C (according to lit. t.pl., 80-81 s):

Found,%: C 60.25

S., N., S1,0

Calculated,%: CE 60.00.

Example 2. Getting 1,1,1- 40 trichlor of 2-methylbutanol-2.

Famous -

Suggested Famous

Acetone It

NaNH,

NaNH- + water 1: 1: 1: not specified

KOH + water 1: 1: 0.1: 0.1 NaOH 1: 1: 0.1: 0

Formula and acquisitions

The method of obtaining trichloromethylcarbinoles of the general formula

AND,

Ri-C-CCl3 OH

where R, -H, CHj,

R, -CH, CH, -CH, CgH,., By condensation of the corresponding carbonyl compounds with chloroform in a liquid ammonia medium in the presence of a catalytic amount of alkali and water, in order to reduce the process time and the flow rate of liquid ammonia and increasing the yield of the target product, alkali and water are used in a molar ratio of 1: 1.0-6.2 and the process is carried out at a temperature of from -34 to -45 C.

-75 -75

83.5 79

-45 98.3 -75 95.0

Table continuation

Claims (1)

Claim A method of obtaining trichloromethylcarbinols of the General formula Ri-c-ccij where R ₍ -H, CH ₃ r ₂ -ch ₃ , ch ₅ ch ₃ , c ₆ h _s , condensation of the corresponding carbonyl compounds with chloroform in liquid ammonia in the presence of a catalytic amount of alkali and water, the fact that, in order to reduce the time of the process and the consumption of liquid ammonia and increase the yield of the target product, alkali and water are used in a molar ratio of 1: 1.0-6.2 and the process is carried out at a temperature of from -34 to -45 ^d C. Way Carbonyl compound Catalyst The molar ratio of chloroform: carbonyl compound base: water * - Bpe-j me min The temperature ° C Exit, % 1 2 3 4 5 6 Famous Acetone NaNH _? 1: 1: 1: 0 5 -75 83.5 NaNH ₂ + water 1: 1: 1: not specified 10 -75 79 Zano - Proposed - ^t '- KOH + water 1: 1: 0.1: 0.1 5 -45 98.3 Famous NaOH 1: 1: 0.1: 0 60 -75 95.0 .1286587 Table continuation 1 2 3 4 5 6 Proposed - con + water 1: 1: 0.1: 0.5 5 -45 99.0 Famous NaOH 1: 1: 1: 0 10 -75 97.5 Benzaldehyde NaNH ^ 1: 1: 1: 0 4 -75 32 Proposed - KOH + water 1: 1: 0.1: 0.5 thirty -45 98