SU137908A1 - Method for producing trifluoromethyl naphthalene derivatives - Google Patents
Method for producing trifluoromethyl naphthalene derivativesInfo
- Publication number
- SU137908A1 SU137908A1 SU679781A SU679781A SU137908A1 SU 137908 A1 SU137908 A1 SU 137908A1 SU 679781 A SU679781 A SU 679781A SU 679781 A SU679781 A SU 679781A SU 137908 A1 SU137908 A1 SU 137908A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- naphthalene derivatives
- trifluoromethyl naphthalene
- producing trifluoromethyl
- producing
- autoclave
- Prior art date
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Известен способ получени трифторметильных производных нафталина из ооответствуюш,их трихлорметильных производных путем фторировани их трехфтор.истой сурьмой.A known method for producing trifluoromethyl naphthalene derivatives from their corresponding trichloromethyl derivatives by fluorinating them with trifluoride antimony.
С целью замены дефицитной и дорогосто щей трехфтористой сурымы предлагаемый способ предусматривает использование в качестве фторирующего агента безводного фтористого водорода. Способ вл етс более экономичным и может быть легко осуществлен в производстве . Нар ду с трифторметильными производными нафталина аналогичным способом получены тетрафторфталан и а, р-тетрафторнафталан . При этом обмен хлора на фтор в тетрахлорфталане происходит легко на холоду без побочных влений изомеризации, наблюдающихс при фторировании трехфтористой сурьмой.In order to replace the scarce and expensive sura trifluoride, the proposed method involves the use of anhydrous hydrogen fluoride as a fluorinating agent. The method is more economical and can be easily implemented in production. Along with trifluoromethyl naphthalene derivatives, tetrafluorophthalan and a, p-tetrafluoronaphthalan were obtained in a similar way. In this case, the exchange of chlorine for fluorine in tetrachlorophthalane occurs easily in the cold without the side effects of isomerization observed during fluoridation with antimony trifluoride.
Пример 1. Получение 1-хлор-2-трифторметилнафталинаExample 1. Preparation of 1-chloro-2-trifluoromethylnaphthalene
В автоклав из нержавеющей стали емкостью 120 мл загружают 28 г (0,1 мол ) 1-хлор-2-трихлорметил.нафталина, 60 г (3 мол ) технического фтористого водорода (содержание влаги не более 0,3%) и нагревают реакционную смесь в течение 6 час при 130°. Давление в автоклаве при этом повьгщаетс- до 65 атм. Затем автоклав охлаждают лед ной водой, спускают избыточное давление через вентиль и отгон ют растворенный фтористый водород. Оставщийс в автоклаве продукт обрабатывают водой, перенос т на фильтр и промывают на фильтре водой, 5%-ным раствором едкого кали (3 раза по 10 мл) и снова водой до нейтральной реакции ло фенолфталеину. После перегонки с паром получают 21 г (91% от теоретического) продукта с т. пл. 58-59°. Проба -продукта с полученным ранее 1-хлор-2-трифторнафталином депрессии т. пл. не дает.Into a 120 ml stainless steel autoclave, 28 g (0.1 mol) of 1-chloro-2-trichloromethyl naphthalene, 60 g (3 mol) of technical hydrogen fluoride (moisture content not more than 0.3%) are charged and the reaction mixture is heated for 6 hours at 130 °. The pressure in the autoclave at the same time is up to 65 atm. The autoclave is then cooled with ice water, the excess pressure is released through the valve and the dissolved hydrogen fluoride is distilled off. The product remaining in the autoclave is treated with water, transferred to a filter, and washed on the filter with water, a 5% potassium hydroxide solution (3 times 10 ml) and again with water until neutral, lo phenolphthalein. After distillation with steam, 21 g (91% of theoretical) of product are obtained with mp. 58-59 °. Sample of the product obtained earlier with 1-chloro-2-trifluoronaphthalene depression m. Pl. does not give.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU679781A SU137908A1 (en) | 1960-09-19 | 1960-09-19 | Method for producing trifluoromethyl naphthalene derivatives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU679781A SU137908A1 (en) | 1960-09-19 | 1960-09-19 | Method for producing trifluoromethyl naphthalene derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU137908A1 true SU137908A1 (en) | 1960-11-30 |
Family
ID=48294090
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU679781A SU137908A1 (en) | 1960-09-19 | 1960-09-19 | Method for producing trifluoromethyl naphthalene derivatives |
Country Status (1)
| Country | Link |
|---|---|
| SU (1) | SU137908A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3742074A (en) * | 1969-12-31 | 1973-06-26 | Hoechst Ag | Process for the preparation of aromatic trifluoromethyl compounds of the benzene series |
-
1960
- 1960-09-19 SU SU679781A patent/SU137908A1/en active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3742074A (en) * | 1969-12-31 | 1973-06-26 | Hoechst Ag | Process for the preparation of aromatic trifluoromethyl compounds of the benzene series |
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