SU118816A1 - The method of obtaining alpha-chloro-beta-bromotrifluoropropionic acid and its esters - Google Patents

The method of obtaining alpha-chloro-beta-bromotrifluoropropionic acid and its esters

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Publication number
SU118816A1
SU118816A1 SU606106A SU606106A SU118816A1 SU 118816 A1 SU118816 A1 SU 118816A1 SU 606106 A SU606106 A SU 606106A SU 606106 A SU606106 A SU 606106A SU 118816 A1 SU118816 A1 SU 118816A1
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SU
USSR - Soviet Union
Prior art keywords
acid
chloro
esters
bromotrifluoropropionic
beta
Prior art date
Application number
SU606106A
Other languages
Russian (ru)
Inventor
С.М. Розенштейн
А.Я. Якубович
Original Assignee
С.М. Розенштейн
А.Я. Якубович
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by С.М. Розенштейн, А.Я. Якубович filed Critical С.М. Розенштейн
Priority to SU606106A priority Critical patent/SU118816A1/en
Priority to SU606106K priority patent/SU118817A1/en
Application granted granted Critical
Publication of SU118816A1 publication Critical patent/SU118816A1/en

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Description

Предлагаетс  способ получени  ранее не описанной в литературе а-хлор-Р-бромтрифторпропионовой кислоты и ее эфиров, заключающийс  в том, что 1, 1, 2-трифтор-1-бром-2-хлорпентен-3 окисл ют щелочным перманганатом, а дл  получени  эфиров синтезированной таким образом хлорбромтрифторпропионовой кислоты ее этерифицируют соответствующим спиртом известным образом.A method is proposed for the preparation of a-chloro-P-bromotrifluoropropionic acid and its esters, which has not been previously described in literature, which consists in the fact that 1, 1, 2-trifluoro-1-bromo-2-chloropenten-3 is oxidized by alkaline permanganate, and the esters of chlorobromotrifluoropropionic acid thus synthesized are esterified with the appropriate alcohol in a known manner.

Исходный 1,- 1, 2-трифтор-1-бром-2-хлорпентен-3 можно получить по следующей схеме:The original 1, - 1, 2-trifluoro-1-bromo-2-chloropentene-3 can be obtained according to the following scheme:

CF, . CFCIEI cF.Br СРВгС1 2 11 ИЬ cF.Br - CFC1 - СН, - СНВг - СНз i -. CF2Br - CFC1 - СН СН-СНзCF, CFCIEI cF.Br СРВгС1 2 11 ИЬ cF.Br - CFC1 - СН, - СНВг - СНз i -. CF2Br - CFC1 - CH CH-CH3

Пример 1. Получение «-хлор-Р-бромтрифторпропионовой кислоты Сг2Вг - CF2C1 - СООН.Example 1. Preparation of "-chloro-P-bromotrifluoro-propionic acid Cr2Br - CF2C1 - COOH.

В трехгорлую кр глодонную колбу, снабженную обратным холодильником , мешалкой и капельной воронкой, загружают 150 г щелочного перманганата и 750 мл воды, а затем при энергичном перемещивании и нагревании раствора нри 60° к нему добавл ют по капл м в течение 8 час. 75 г 1, 1, 2-трифтор-1-бром-2-хлорпентена-3.150 g of alkaline permanganate and 750 ml of water are loaded into a three-necked kr gloton flask equipped with a reflux condenser, a stirrer and an addition funnel, and then added vigorously to the 60 ° C solution is added dropwise to it over 8 hours. 75 g 1, 1, 2-trifluoro-1-bromo-2-chloropentene-3.

После окончани  реакции реакционную массу охлаждают до 10° и к ней добавл ют 400 мл 15%-ной серной кислоты, после чего в охлаждаемую лед ной водой массу пропускают из ловущки двуокись серы до ее полного обесцвечивани .After completion of the reaction, the reaction mass is cooled to 10 ° and 400 ml of 15% sulfuric acid is added to it, after which sulfur dioxide is passed into the mass cooled with ice water until it is completely discolored.

Затем в делительной воронке отдел ют не вступивший в реакцию исх одный 1, 1, 2-трифтор-1-бром-2-хлорпентен-3 в количестве 17 г а водныи раствор экстрагируют трем  порци ми эфира по 50 мл в каждой й фирную выт жку сущат сульфатом натри , эфир отгон ют, а остаток фракционируют. После двухкратного фракционировани  получают 20 г вещества с т. кип. 77-80 (5 мм). Выход 33%, счита  на вступивщий в реакцию 1, 1, 2-трифтор-1-бром-2-хлорпентен-3Then, in a separating funnel, the unreacted raw material of 1, 1, 2-trifluoro-1-bromo-2-chloropentene-3 in an amount of 17 g is separated, and the aqueous solution is extracted with three 50 ml of ether each time. sodium sulfate, the ether is distilled off and the residue is fractionated. After twofold fractionation, 20 g of the substance with m.p. 77-80 (5 mm). Output 33%, calculated on entering into the reaction of 1, 1, 2-trifluoro-1-bromo-2-chloropenten-3

Q4QТ Т. найденный - 244; вычисленный - 241,5; 1,949; 1,4180. Найдено MR 31,2; вычислено MR., 30;2. Q4QT T. Found - 244; calculated - 241.5; 1,949; 1.4180. Found MR 31.2; calculated mr., 30; 2.

SU606106A 1958-08-18 1958-08-18 The method of obtaining alpha-chloro-beta-bromotrifluoropropionic acid and its esters SU118816A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
SU606106A SU118816A1 (en) 1958-08-18 1958-08-18 The method of obtaining alpha-chloro-beta-bromotrifluoropropionic acid and its esters
SU606106K SU118817A1 (en) 1958-08-18 1958-08-18 The method of obtaining a mixture of trifluoroacrylic and alpha-ethyl-beta-ethoxytrifluoropropionic acid esters

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
SU606106A SU118816A1 (en) 1958-08-18 1958-08-18 The method of obtaining alpha-chloro-beta-bromotrifluoropropionic acid and its esters

Publications (1)

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SU118816A1 true SU118816A1 (en) 1958-11-30

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SU606106A SU118816A1 (en) 1958-08-18 1958-08-18 The method of obtaining alpha-chloro-beta-bromotrifluoropropionic acid and its esters
SU606106K SU118817A1 (en) 1958-08-18 1958-08-18 The method of obtaining a mixture of trifluoroacrylic and alpha-ethyl-beta-ethoxytrifluoropropionic acid esters

Family Applications After (1)

Application Number Title Priority Date Filing Date
SU606106K SU118817A1 (en) 1958-08-18 1958-08-18 The method of obtaining a mixture of trifluoroacrylic and alpha-ethyl-beta-ethoxytrifluoropropionic acid esters

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SU118817A1 (en) 1958-11-30

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