SU187038A1 - Method of producing cyanethoxy substituted 1,3-dioxolanes - Google Patents
Method of producing cyanethoxy substituted 1,3-dioxolanesInfo
- Publication number
- SU187038A1 SU187038A1 SU1020145A SU1020145A SU187038A1 SU 187038 A1 SU187038 A1 SU 187038A1 SU 1020145 A SU1020145 A SU 1020145A SU 1020145 A SU1020145 A SU 1020145A SU 187038 A1 SU187038 A1 SU 187038A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- dioxolanes
- substituted
- producing
- cyanethoxy
- dioxolane
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 4
- 125000006091 1,3-dioxolane group Chemical class 0.000 title 1
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- -1 cyanoethoxy-substituted 1,3-dioxolanes Chemical class 0.000 description 4
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- ROLDYPKMIPEYHX-UHFFFAOYSA-N (2-ethyl-2-methyl-1,3-dioxolan-4-yl)methanol Chemical compound CCC1(C)OCC(CO)O1 ROLDYPKMIPEYHX-UHFFFAOYSA-N 0.000 description 1
- AHQLLEIQWZZXGP-UHFFFAOYSA-N (2-methyl-1,3-dioxolan-2-yl)methanol Chemical compound OCC1(C)OCCO1 AHQLLEIQWZZXGP-UHFFFAOYSA-N 0.000 description 1
- KABGCKDMKLBTSS-UHFFFAOYSA-N 3-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]propanenitrile Chemical compound CC1(C)OCC(COCCC#N)O1 KABGCKDMKLBTSS-UHFFFAOYSA-N 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- RNVYQYLELCKWAN-UHFFFAOYSA-N solketal Chemical compound CC1(C)OCC(CO)O1 RNVYQYLELCKWAN-UHFFFAOYSA-N 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Description
Изобретение относитс к области получени цианэтоксизамещенных 1,3-диоксоланов.This invention relates to the field of producing cyanoethoxy-substituted 1,3-dioxolanes.
Предлагаемый способ заключаетс в том, что 2,2-диалкил-4-метилол-1,3-диоксоланы подвергают взаимодействию с акрилонитрилом в присутствии щелочных катализаторов, например метилата натри , при температуре 30- 40° С.The proposed method consists in that 2,2-dialkyl-4-methylol-1,3-dioxolane is reacted with acrylonitrile in the presence of alkaline catalysts, for example sodium methoxide, at a temperature of 30-40 ° C.
Пример. К 13,2 г (0,1 моль) 2,2-диметил4-метилол-1 ,3-диоксолана в присутствии 0,2 г метилата натри при перемешивании из капельной воронки прибавл ют 5,3 г акрилонитрила с такой скоростью, чтобы температура реакционной смеси не поднималась выше 35- 40° С, после чего реакционную смесь перемешивают еше в течение 6 час, затем промывают несколько раз водой, водный слой экстрагируют эфиром, сушат поташом и после отгонки эфира разгон ют под вакуумом.Example. To 13.2 g (0.1 mol) of 2,2-dimethyl4-methylol-1, 3-dioxolane in the presence of 0.2 g of sodium methylate, while stirring from a dropping funnel, add 5.3 g of acrylonitrile at a rate such that the reaction mixture did not rise above 35-40 ° C, after which the reaction mixture was further stirred for 6 hours, then washed several times with water, the aqueous layer was extracted with ether, dried in potash and after distillation of the ether was distilled off under vacuum.
Получают 14,0 г (75,6%) 2,2-диметил-4-цианэтоксиметил-1 ,3-диоксолана; т. кип. 101- 102°С при 1 мм рт. ст.; по 1,4425; df 1,0595.14.0 g (75.6%) of 2,2-dimethyl-4-cyanoethoxymethyl-1, 3-dioxolane are obtained; m.p. 101- 102 ° C at 1 mm Hg. v .; on 1,4425; df 1.0595.
Найдено, «/о: С 58,03; 58,00; Н 8,24; 8,17; N 7,53; 7,54.Found, "/ o: C 58.03; 58.00; H 8.24; 8.17; N 7.53; 7.54.
Вычислено, о/о: С 58,36; Н 8,16; N 7,56.Calculated, o / o: C 58.36; H 8.16; N 7.56.
Таким же методом получают:The same method is obtained:
1)Из 2-метил-2-этил-4-метилол-1,3-диоксолана и акрилонитрила 2-метил-2-этил-4-цианэтоксиметил-1 ,3-диоксолан, выход 77о/о; т. кип. 118°С при 1 мм рт. ст.; по 1,4460; df 1,0445.1) From 2-methyl-2-ethyl-4-methylol-1,3-dioxolane and acrylonitrile 2-methyl-2-ethyl-4-cyanoethoxymethyl-1, 3-dioxolane, yield 77 ° / o; m.p. 118 ° C at 1 mm Hg. v .; at 1.4460; df 1.0445.
Найдено, , С 60,50; 60,24; Н 8,56; 8,60; N 7,01; 7,07.Found, C 60.50; 60.24; H 8.56; 8.60; N 7.01; 7.07.
Вычислено, о/о: С 60,29; Н 8,60; N 7,03.Calculated, o / o: C 60.29; H 8.60; N 7.03.
2)Из 2-метил-2-метилол-1,3-диоксолана и акрилонитрила 2-метил-цианэтоксиметил-1,3диоксолан с выходом 83о/о,; т. кип. 114- И5°С при 3 мм рт. ст.; По° 1,4460; df 1,0986.2) From 2-methyl-2-methylol-1,3-dioxolane and acrylonitrile 2-methyl-cyanoethoxymethyl-1,3 dioxolane in a yield of 83 ° / o; m.p. 114 - I5 ° C at 3 mm Hg. v .; On ° 1,4460; df 1.0986.
Найдено, С 55,81; 56,03; Н 7,65; 7,81; N 8,41; 8,32.Found C, 55.81; 56.03; H 7.65; 7.81; N 8.41; 8.32.
Вычислено, о/о: С 56,14; Н 7,60; N 8,19.Calculated, o / o: C 56.14; H 7.60; N 8.19.
Предмет изобретени Subject invention
Способ получени цианэтоксизамещениых 1,3-диоксоланов, отличающийс тем, что 2,2диалкил-4-метилол-1 ,3-диоксоланы подвергают взаимодействию с акрилонитрилом в присутствии ш,елочных катализаторов, например метилата натри , при нагревании до 30-40° С.A method of producing cyanoethoxy-substituted 1,3-dioxolanes, characterized in that 2,2-dialkyl-4-methylol-1, 3-dioxolanes are reacted with acrylonitrile in the presence of w, fir-tree catalysts, for example sodium methoxide, when heated to 30-40 ° C.
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU853862944A Addition SU1273136A2 (en) | 1985-03-05 | 1985-03-05 | Electromechanical toy |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU187038A1 true SU187038A1 (en) |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4365073A (en) * | 1980-10-20 | 1982-12-21 | The Dow Chemical Company | Derivatives of cyano-substituted ketones and aldehydes |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4365073A (en) * | 1980-10-20 | 1982-12-21 | The Dow Chemical Company | Derivatives of cyano-substituted ketones and aldehydes |
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