SU594095A1 - Method of preparing 2,2,2-trichlor-1-o-chlorphenylethanol - Google Patents

Description

one

The invention relates to the field of production of substituted ethyl ethyl alcohol, specifically to the improvement of the method of obtaining 2,2,2-trichloro-1-o-chlorophenyl ethanol, which is used as a starting product for the synthesis of substances with adrenocorticolytic action in particular for the preparation of substances chloditan.

Known methods for the preparation of 2,2,2-trichloro-1-o-chlorophenyl ethanol, based on the interaction of o-chlorophenyl magnesium bromide with chloral, yield 5 O%

Because of the inaccessibility of the initial reagents and the low yield (50%), this method does not: can find practical application. .

There is also known a method for producing 2,2,2-trichlorophenyl ethanol by reacting o-chlorobenzaldehyde with chloroform in the presence of minor potassium hydroxide, yield 28%.

The purpose of the invention is to increase vokotsa and purity of 2,2,2-richloro-1-o - chlorfenyletha. nola.

This is achieved by the fact that the interaction outside o-chlorofenzaldehyde with chloroform is carried out in dimethylfomamide in the molar ratio of o-chlorobenzaldegnd; chloroform: caustic potash equal to 1: 1.5; 0е8. The process is preferably carried out in the presence of powdered caustic: potassium.

Chlorobenzaldehyde, dry chloroform, dimethylformamide are introduced into the reactor and added small with stirring. powdered caustic potassium in portions, then cxfecb is stirred for 2 hours at. 35-40 C.

The reaction mixture is drunk in water containing sulfuric acid. The organic layer is separated, and the aqueous layer is extracted with chloroform. Chloroform was distilled off and the intestinal product was recovered by vacuum distillation.

The crystalline product is 99.9% pure, yield up to 90%. .

Claims (1)

Example. C 2-liter three-necked reactor equipped with a stirrer, thermometer, reverse cooler 140.5 g (1 gmol) of o-chlorobenzaphedehyde, 195 g (1.5 g-mol) of dry chloroform, 300 ml of dimethylformamide, cooled before stirring, add 45 g (0.8 g-mol) powdered potassium hydroxide in small portions. After addition of potassium hydroxide, the mixture is stirred for 2 hours at. Then the reaction mixture was poured into 0.9-1.0 l of water, containing 55 g of sulfuric acid. The organic layer is separated, and the aqueous layer is extracted with chloroform (3x1 OO), the chloroform extracts are combined, washed with water until a typical reaction according to a universal indicator, dried with sodium sulfate. Chloroform is distilled off and the residue is distilled in BaKjjf. 237 g (91%), b.p. D O2-1031 / 1 mm, t. Sh1, 47, (from hexane) -, numerically 99.9%, Found,%: Ct 54.59} CgHgCe O Calculated,%: Ct 54.61, In the IR spectrum there are absorption bands in the 720 and 830 regions, characteristic for the CCt group and in the 345O cm range of the pH group. The formula of the invention The method of obtaining 282,2-trichlor 1-o. -schorfenylethanrel, by the interaction of 0-chlorobenzaldehyde with chloroform in the presence of caustic potassium, characterized in that, in order to increase the content and purity of the target product, the process is conducted in dimethylformamide at a molar ratio of o-5; chloroform; caustic potash, equal to 1: 1,5 gO, 8. . 2, Oyusob on p., 1, о r rt and h a y w sh n y ;. with the use of powdered caustic potash. Sources of information taken into account in the examination:., L.HoiEEep H-b-et-at-Ttie.Crhemicae Compoition of TtiectinitotB 1) 1bT-J Ahi-Chem.Soc-, 1945. L 3.HoNMOii.a r W Coisiees J-Tlie Addition of the Cjif form and Btidrrief ORG to OcfiSohu te, h za e ae ti v as;: D; A wcc e m. s oc, 57, d7b, 19zk a.Bepg-moinTi E.tj..oihaattArsiEtpitti80 tnet1ivec s (rftinoee.-t.Am-Ciiem .Soe,. 22, 5012,