CS224020B1 - Separation method for 6-halogen-2-hexanons and equipment for making same - Google Patents
Separation method for 6-halogen-2-hexanons and equipment for making same Download PDFInfo
- Publication number
- CS224020B1 CS224020B1 CS639681A CS639681A CS224020B1 CS 224020 B1 CS224020 B1 CS 224020B1 CS 639681 A CS639681 A CS 639681A CS 639681 A CS639681 A CS 639681A CS 224020 B1 CS224020 B1 CS 224020B1
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- CS
- Czechoslovakia
- Prior art keywords
- column
- equipment
- hexanons
- halogen
- separation method
- Prior art date
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- 238000000926 separation method Methods 0.000 title 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 7
- 239000000047 product Substances 0.000 claims description 6
- 239000012043 crude product Substances 0.000 claims description 5
- 238000002955 isolation Methods 0.000 claims description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 239000000460 chlorine Chemical group 0.000 claims description 2
- 238000004821 distillation Methods 0.000 claims description 2
- TUCNEACPLKLKNU-UHFFFAOYSA-N acetyl Chemical compound C[C]=O TUCNEACPLKLKNU-UHFFFAOYSA-N 0.000 claims 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 125000001246 bromo group Chemical group Br* 0.000 claims 1
- 239000012071 phase Substances 0.000 description 6
- CZGOECYPTLSLNI-UHFFFAOYSA-N 6-bromohexan-2-one Chemical compound CC(=O)CCCCBr CZGOECYPTLSLNI-UHFFFAOYSA-N 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 238000005292 vacuum distillation Methods 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- CMDIDTNMHQUVPE-UHFFFAOYSA-N 6-chlorohexan-2-one Chemical compound CC(=O)CCCCCl CMDIDTNMHQUVPE-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- BYPFEZZEUUWMEJ-UHFFFAOYSA-N Pentoxifylline Chemical compound O=C1N(CCCCC(=O)C)C(=O)N(C)C2=C1N(C)C=N2 BYPFEZZEUUWMEJ-UHFFFAOYSA-N 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000001944 continuous distillation Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- JEGUKCSWCFPDGT-UHFFFAOYSA-N h2o hydrate Chemical compound O.O JEGUKCSWCFPDGT-UHFFFAOYSA-N 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000009972 noncorrosive effect Effects 0.000 description 1
- 238000013021 overheating Methods 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 229910052573 porcelain Inorganic materials 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000008646 thermal stress Effects 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Predmetom vynálezu je sposob izolácie 6-halogén-2-hexanónov obecného vzorca IThe present invention relates to a process for the isolation of 6-halo-2-hexanones of the formula I
CHsCO(CH2)4—x (I), kde x je chlór alebo bróm, ktoré sú medziproduktami pre výrobu farmaceutickej substancie l-(5-oxohexyl)teobromínu.CH 2 CO (CH 2) 4 - x (I), wherein x is chlorine or bromine, which are intermediates for the manufacture of the pharmaceutical substance 1- (5-oxohexyl) theobromine.
Doteraz popís,anými postupami (USA patent č. 3 422 107 čs. autorské osvedčenie č. 205 936) sa uvedené zlúčeniny izolovali vákuovou destilaciou, čo je postup pre veíkú tepelnú nestabilitu uvedených zlúčenín, zvláši v přítomnosti kovov — velmi náročný na zariadenie — hlavně v prevádzkovom měřítku.To date, by the processes described (U.S. Patent No. 3,422,107, U.S. Patent No. 205,936), the compounds have been isolated by vacuum distillation, a procedure for the great thermal instability of said compounds, particularly in the presence of metals - very equipment intensive - mainly on an operational scale.
Pri diskontinuálnej vákuovej destilácii sa v důsledku dlhodobého prehrievania destilovanej zmesi znižuje výťažok a kvalita produktu. Kontinuálna vákuová destilácla si v tomto případe vyžaduje filmovú odparku, zhotovená z nekoroznych materiálov (sklo, porcelán], čo značné komplikuje konštrukciu výrobného zariadenia a tým zvyšuje investičně náklady.In discontinuous vacuum distillation, the yield and quality of the product is reduced due to the long-term overheating of the distilled mixture. Continuous vacuum distillation in this case requires a film evaporator made of non-corrosive materials (glass, porcelain), which considerably complicates the construction of the production equipment and thus increases investment costs.
Podstata spósobu izolácie 6-halogén-2-hexanónov podfa vynálezu spočívá v tom, že 6-halogén-2-hexanóny sa zo surových produktov izolujú kontinuálnou destiláciou s vod2 nou parou, pričom sa na hlavu náplňovej kolony kontinuálně privádza surový produkt a zo spodu kolony protiprúdne vodná para.The isolation of the 6-halo-2-hexanones according to the invention is characterized in that the 6-halo-2-hexanones are isolated from the crude products by continuous distillation with water vapor, the raw product being continuously fed to the top of the packed column and countercurrent water vapor.
Predmetom vynálezu je tiež zariadenie na izoláciu e-halogén-2-hexanónov, ktoré spočívá v tom, že nástreková etáž na přívod surového produktu je umiestnená na hlavě náplňovej kolony (ktorá je nekovová, například skleněná) a přívod páry je zo spodu kolony. Na náplni kolony dochádza k dostatečnému styku fáz, destilovaná látka je namáhaná krátkodobo. Z hlavy kolony sa páry destilovaných předmětných zlúčenín a vody odvádizajú cez odlučovač kvapiek cez chladič do deličky fáz.The invention also relates to a device for isolating ε-halo-2-hexanones, characterized in that the feed tray for the crude product feed is located on the top of the packed column (which is non-metallic, for example glass) and the steam feed is from the bottom of the column. There is sufficient phase contact at the packing of the column, the distilled substance is stressed for a short time. From the top of the column, the vapors of distilled object compounds and water are discharged through a droplet separator through a condenser to a phase separator.
Na pripojenom výkrese je schématicky znázorněné zariadenie podfa vynálezu, ktoré sa skládá z náplňovej kolony 1, nástrekovej etáže 2 na přívod destilovaných zlúčenín, umiestnenej na hlavě kolony a naspodku kolony umiestneného přívodu 3 vodnej páry. Páry vody a destilovanej látky prechádzajú cez odlučovač 4 kvapiek potrubím 5 cez chladič 6 do deličky 7 fáz, z ktorej sa potrubím 9 cez sifonový přepad odoberá .ťažšia fáza produktu a potrubím 8 vodná fáza. Zospodu kolony sa odvádzajú potrubím 10 neprchavé zvyšky so skondenzovanou vodou.The attached drawing schematically shows a device according to the invention, which comprises a packed column 1, a feed tray 2 for the distillation of feed, placed on the top of the column and a bottom of the column placed with the water vapor supply 3. The water and distilled material vapors pass through the droplet separator 4 via line 5 through a condenser 6 to a phase separator 7 from which the heavier product phase is removed via line 9 and a water phase via line 8. From the bottom of the column, non-volatile residues with condensed water are removed via line 10.
Postup podfa vynálezu je nenáročný na zariadenie a získaný produkt je vysokej čis224020The process according to the invention is device-friendly and the product obtained is high in number 224020
224 toty s minimálnymi stratami. Pri diskontinuálnej destilácii s vodnou parou podobné ako pri diskontinuálnej vákuovej destilácii dochádza k stratám v důsledku dlhodobého tepelného namáhania destilovaného produktu. Ďalšou výhodou v porovnaní s diskontinuálnymi postupami je podstatné zvýšenie kapacity výroby.224 points with minimal losses. Discontinuous steam distillation, similar to discontinuous vacuum distillation, results in losses due to the long-term thermal stress of the distilled product. Another advantage over batch processes is a substantial increase in production capacity.
V dalšom je predmet vynálezu objasněný v dvoch príkladoch bez toho, aby sa na tieto výlučné obmedzoval.In the following, the invention is illustrated in two examples without being limited thereto.
Příklad 1Example 1
Na hlavu 2 m dlhej sklenenej kolony s priemerom 4,5 cm, plnenej skleněnými Raschigovými krúžkami velkosti 0,5 cm sa přidává surový 6-bróm-2-hexanón rýchlosťou 0,5 kg/h. Zospodu kolony sa protiprúdne privádza vodná para rýchlosťou 5 až 8 kg/h. Po schladení sa destilát v deličke dělí na dve fázy: ťažšiu — brómhexanón, nasýtený vodou a lahšlu — vodu, nasýtenú brómhexanónom. Z deličky sa vrstvy kontinuálně odoberajú, získá sa 0,35 až 0,37 kg/h 0-bróm-2-hexanónu (po vysušení čistoty nad 96 °/o] a 5 až 6 kg vodnej fázy, ktorá sa može použit pri príprave 6-bróm-2-hexanónu na riedenie reakčnej zmesi podta čs. aut. osv. číslo 205 936, alebo 6-bróm-2-hexanón sa z nej može vylzolovať extrakciou do chloroformu v množstve 0,04 až 0,07 kg/h. Celkove sa získá 0,40 až 0,45 kg/h 6-bróm-2-hexanónu. Příklad 2Crude 6-bromo-2-hexanone was added at a rate of 0.5 kg / h to a 4.5 cm 2 cm long glass column packed with 0.5 cm glass Raschig rings. Water vapor is fed countercurrently from below the column at a rate of 5 to 8 kg / h. After cooling, the distillate in the separator is divided into two phases: heavier - bromhexanone, saturated with water and distilled water - saturated with bromhexanone. The layers are continuously removed from the separator, yielding 0.35 to 0.37 kg / h of O-bromo-2-hexanone (after drying over 96%) and 5 to 6 kg of an aqueous phase which can be used in the preparation Of 6-bromo-2-hexanone to dilute the reaction mixture according to No. 197 936, or 6-bromo-2-hexanone can be recovered from it by extraction into chloroform at a rate of 0.04 to 0.07 kg / h A total of 0.40 to 0.45 kg / h of 6-bromo-2-hexanone is obtained
Postupuje sa podl'a příkladu 1 s tým, že na hlavu kolony sa nastrekuje surový 6-chlór-2-hexanón rýchlosťou 0,60 kg/h a získá sa 0,50 až 0,55 kg/h 6-chlór-2-hexanónu čistoty nad 97 °/o.The procedure of Example 1 is followed by injecting crude 6-chloro-2-hexanone at a rate of 0.60 kg / h and 0.50 to 0.55 kg / h of 6-chloro-2-hexanone at the top of the column. Purity above 97 ° / o.
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS639681A CS224020B1 (en) | 1981-08-28 | 1981-08-28 | Separation method for 6-halogen-2-hexanons and equipment for making same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS639681A CS224020B1 (en) | 1981-08-28 | 1981-08-28 | Separation method for 6-halogen-2-hexanons and equipment for making same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS224020B1 true CS224020B1 (en) | 1983-12-30 |
Family
ID=5410900
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS639681A CS224020B1 (en) | 1981-08-28 | 1981-08-28 | Separation method for 6-halogen-2-hexanons and equipment for making same |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS224020B1 (en) |
-
1981
- 1981-08-28 CS CS639681A patent/CS224020B1/en unknown
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