CS235185B1 - Method of 6-chlor-2-hexanon preparation - Google Patents
Method of 6-chlor-2-hexanon preparation Download PDFInfo
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- CS235185B1 CS235185B1 CS863283A CS863283A CS235185B1 CS 235185 B1 CS235185 B1 CS 235185B1 CS 863283 A CS863283 A CS 863283A CS 863283 A CS863283 A CS 863283A CS 235185 B1 CS235185 B1 CS 235185B1
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- hydrogen chloride
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- dihydropyran
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Abstract
Vynález sa týká sposobu přípravy 6-chlór- -2-hexanónu, medziproduktu pri výrobě liečiv, z 2-metyl-3-karbetoxy-5,6-dihydropyránu působením HC1 vo vodnom prostředí pri teplotách 40 až 80 °C v koncentrácii 25—35 % v reakčnej zmesi.The invention relates to a process for the preparation of 6-chloro- -2-hexanone, an intermediate in the manufacture of drugs, from 2-methyl-3-carbethoxy-5,6-dihydropyran with HCl in an aqueous medium at temperatures 40 to 80 ° C at 25-35% in the reaction mixture.
Description
Vynález sa týká sposobu přípravy 6-chlór-2-hexanónu, medziproduktu pri výrobě liečiv, z 2-metyl-3-karbetoxy-5,6-dihydropyránu působením HC1 vo vodnom prostředí pri teplotách 40 až 80 °C v kóncentrácii 25—35 % v reakčnej zmesi. 235185 235185The present invention relates to a process for the preparation of 6-chloro-2-hexanone, an intermediate in the manufacture of medicaments, from 2-methyl-3-carbethoxy-5,6-dihydropyran by treatment with HCl in an aqueous medium at 40-80 ° C in a concentration of 25-35% in the reaction mixture. 235185 235185
Predmetom vynálezu je spůsob přípravy 6-eIildr-2:-bexanónu vzor©» IThe present invention provides a process for the preparation of 6-fluoro-2-butanone of the formula I-1
CH3COCH2CH2CH2GH2CI ktorý je medziproduktom pre přípravu liečiv.CH 3 COCH 2 CH 2 CH 2 GH 2 Cl which is an intermediate for the preparation of drugs.
Podta doslal' známého postupu (Amer. pat. 3422 107 zo 14. jan. 1960, příklad 8c) sa předmětná zlúčenina I připravovala z 2-metyl-3-karbetoxy-5,6-dihydropyránu působením koncentrovanej kyseliny chlorovodíkovej za zavádzania chlorovodíka pri 0 °C a doreagovaním pri teplote miestnosti v priebehu 12 hodin vo· výtažku 55 %.According to a known method (Amer. Pat. No. 3422 107 of Jan. 14, 1960, Example 8c), the subject compound I was prepared from 2-methyl-3-carbethoxy-5,6-dihydropyran by treatment with concentrated hydrochloric acid with hydrogen chloride at 0 ° C. ° C and reacted at room temperature for 12 hours to yield 55%.
Postupom podta vynálezu sa 6-chlór-2-hexanón připravuje za zvýšenej teploty 40 až 80 °C s výhodou 60 °C za súčasného zavádzania plynného chlorovodíka tak, aby v reakčnej. zmesi bol obsah HC1 v rozmedzí 25 až 35 %. Výhodou tohoto postupu je podstatné vyš- - š® výťažok reakci® (8® až 90 %) pri kratšej době reakeie· p 3‘ tu)’. V ďalšom je vynález objasněný na příklade. bez to.hor aby sa na ten výlučné obmedzoval. Příklad 1 K 3 1 konc. HC1 (.35,4 Mj pri 60 °C za súčasného sýtenía ΗΕΪ sa v priebehu lh prikvapká 500' g (2,94 M] 2-metyl-34-karfii®toxy-5,6-dihydropyránu. Zmes sa mieša ešte 2 h za sýtenia chlorovodíka pri 60 °C takoui rýchlosťou, aby celkové množstvo chlorovodíka bolo 220 g (6 Mj. Zmes sa ochladí na 20 °C a přidá sé 9 1 vody a extrahuje 3 X 1 1 dichlórmetánové vrstvy sa premyjú 3 1 5% roztoku NaHCOs, Dichlórmetán sa oddestiluje za atmosférického tliaku a zvyšok ssa predestiluje za vákua 15 až 20 kPa a 50 °C. Surový chlórhexanón sa- rektifikuje na koloně s 20 PTE vákuovo a odoberá sa frakcia t. v. 85 — 86 °C (2,1 kPa). Získá sa 354 g produktu (obsah 98%) 80% výťažok.According to the process of the invention, 6-chloro-2-hexanone is prepared at an elevated temperature of 40 to 80 ° C, preferably 60 ° C, while introducing gaseous hydrogen chloride into the reaction. the HCl content was in the range of 25 to 35%. The advantage of this procedure is the substantial increase in reaction® yield (8® to 90%) at shorter times of reaction time. In the following, the invention is illustrated by way of example. without to.hor to be limited to the exclusive one. Example 1 K 3 1 conc. HCl (.35.4 Mj at 60 ° C while saturating with ΗΕ 500, 500 g (2.94 M) 2-methyl-34-carboxyphenoxy-5,6-dihydropyran was added dropwise during 1h. h while saturating hydrogen chloride at 60 ° C at a rate such that the total amount of hydrogen chloride is 220 g (6 IU). Cool the mixture to 20 ° C and add 9 L of water and extract with 3 X 1 L of the methylene chloride layer. NaHCO 3, Dichloromethane is distilled off under atmospheric pressure and the residue is distilled under a vacuum of 15-20 kPa and 50 ° C. The crude chlorhexanone is rectified on a 20 PTE vacuum column and the tv 85 - 86 ° C (2.1 kPa) fraction is collected 354 g of product are obtained (content 98%) 80% yield.
Claims (1)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS863283A CS235185B1 (en) | 1983-11-21 | 1983-11-21 | Method of 6-chlor-2-hexanon preparation |
| CS114685A CS245545B3 (en) | 1983-11-21 | 1985-02-19 | Method of 6-chlorine-2-hexanone preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS863283A CS235185B1 (en) | 1983-11-21 | 1983-11-21 | Method of 6-chlor-2-hexanon preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS235185B1 true CS235185B1 (en) | 1985-05-15 |
Family
ID=5437146
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS863283A CS235185B1 (en) | 1983-11-21 | 1983-11-21 | Method of 6-chlor-2-hexanon preparation |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS235185B1 (en) |
-
1983
- 1983-11-21 CS CS863283A patent/CS235185B1/en unknown
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