SU168280A1 - METHOD FOR OBTAINING GLUTAKON ^ ALDEHYDE ACETALS - Google Patents
METHOD FOR OBTAINING GLUTAKON ^ ALDEHYDE ACETALSInfo
- Publication number
- SU168280A1 SU168280A1 SU824558A SU824558A SU168280A1 SU 168280 A1 SU168280 A1 SU 168280A1 SU 824558 A SU824558 A SU 824558A SU 824558 A SU824558 A SU 824558A SU 168280 A1 SU168280 A1 SU 168280A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- glutakon
- obtaining
- aldehyde acetals
- acetals
- aldehyde
- Prior art date
Links
- -1 ALDEHYDE ACETALS Chemical class 0.000 title claims description 6
- GZUXJHMPEANEGY-UHFFFAOYSA-N Bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims 1
- 229940102396 methyl bromide Drugs 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- CPELXLSAUQHCOX-UHFFFAOYSA-N hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- SWLVFNYSXGMGBS-UHFFFAOYSA-N Ammonium bromide Chemical compound [NH4+].[Br-] SWLVFNYSXGMGBS-UHFFFAOYSA-N 0.000 description 1
- WFSXUTWNNVIIIG-ZPUQHVIOSA-N Glutaconaldehyde Chemical compound O\C=C\C=C\C=O WFSXUTWNNVIIIG-ZPUQHVIOSA-N 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 229940077484 ammonium bromide Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 230000003287 optical Effects 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 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
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 231100000489 sensitizer Toxicity 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing Effects 0.000 description 1
- 125000003698 tetramethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Description
Ацетали глутаконового альдегида представл ют интерес как промежуточные вещества дл синтеза оптических сенсибилизаторов кинофотоматериалов, химико-фармацевтических препаратов.Glutaconic aldehyde acetals are of interest as intermediates for the synthesis of optical sensitizers of film photographic materials, chemical and pharmaceutical preparations.
Предложен способ получени ацеталей глутаконового альдегида, заключающийс во взаимодействии 2,6-диалкокси-Дз-дигидропираноБ со спиртом, насыщенным бромистым илп хлористым водородом, при температуре минус 10-20°С. Выход ацеталей глутаконового альдегида высокий.A method for the preparation of glutaconic aldehyde acetals is proposed. The yield of glutaconic aldehyde acetals is high.
Пример. Получение тетраметилацетал глутаконового альдегида . В трехгорлую колбу, снабженную механической мешалкой, хлоркальдиевой трубкой и капельной воронкой, помещают 105 мл абсолютного метаиола, насыщенного при температуре - 30°С 19 г сухого бромистого водорода . Из капельной воронки в течение 10 мин при температуре -30°С добавл ют 14 г 2,6диметокси-Дз-дигидропирана и смесь выдерживают при температуре -10°С в течение 3 час, затем смесь нейтрализуют сухим аммиаком до рП 8 при температуре -35°С. Выпавший осадок бромистого аммони фильтруют и промывают эфиром. Фильтрат разбавл ют водой и экстрагируют эфиром. Эфирный экстракт сушат прокаленным поташом. После отгонки эфира вещество перегон ют в вакууме .Example. Preparation of glutaconic aldehyde tetramethyl acetal. In a three-necked flask equipped with a mechanical stirrer, a chloro-aldium tube and an addition funnel, 105 ml of absolute metaiol saturated at a temperature of -30 ° C with 19 g of dry hydrogen bromide are placed. 14 g of 2,6 dimethoxy-Dz-dihydropyran are added from the dropping funnel over 10 minutes at -30 ° C and the mixture is kept at -10 ° C for 3 hours, then the mixture is neutralized with dry ammonia to RP 8 at -35 ° s The precipitated ammonium bromide is filtered and washed with ether. The filtrate is diluted with water and extracted with ether. The ethereal extract is dried with calcined potash. After distilling off the ether, the material is distilled under vacuum.
Получают 13,3 г {70о/о) тетраметилацетал глутаконового альдегида с т. кип. 110°СObtain 13.3 g {70o / o) tetramethyl acetal glutaconic aldehyde with t. Kip. 110 ° C
20 1,4334; d 20 1,0070.20 1.4334; d 20 1.0070.
(10 мм рт. ст.); п(10 mm Hg. Art.); P
Найдено в о/о: С-56,81; 56,54; Н -9,52; 9,45. Вычислено в %: С - 56,82; Н - 9,54.Found in ov: s-56,81; 56.54; H -9.52; 9.45. Calculated in%: C - 56.82; H - 9.54.
Предмет изобретени Subject invention
Claims (2)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU168280A1 true SU168280A1 (en) |
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