CS200116B1 - P-cyclopentyl-beta-chlorpropiophenone and process for preparing thereof - Google Patents
P-cyclopentyl-beta-chlorpropiophenone and process for preparing thereof Download PDFInfo
- Publication number
- CS200116B1 CS200116B1 CS781878A CS781878A CS200116B1 CS 200116 B1 CS200116 B1 CS 200116B1 CS 781878 A CS781878 A CS 781878A CS 781878 A CS781878 A CS 781878A CS 200116 B1 CS200116 B1 CS 200116B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- cyclopentyl
- chlorpropiophenone
- beta
- preparing
- preparation
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 4
- VDIHFNQRHGYISG-UHFFFAOYSA-N cyclopentylbenzene Chemical compound C1CCCC1C1=CC=CC=C1 VDIHFNQRHGYISG-UHFFFAOYSA-N 0.000 claims description 3
- 230000008569 process Effects 0.000 claims description 3
- INUNLMUAPJVRME-UHFFFAOYSA-N 3-chloropropanoyl chloride Chemical compound ClCCC(Cl)=O INUNLMUAPJVRME-UHFFFAOYSA-N 0.000 claims description 2
- UZSYSUZVJXQHTH-UHFFFAOYSA-N C1(CCCC1)C(CC(=O)C1=CC=CC=C1)Cl Chemical compound C1(CCCC1)C(CC(=O)C1=CC=CC=C1)Cl UZSYSUZVJXQHTH-UHFFFAOYSA-N 0.000 claims 1
- 238000002360 preparation method Methods 0.000 description 7
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 230000010933 acylation Effects 0.000 description 2
- 238000005917 acylation reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- KTJRGPZVSKWRTJ-UHFFFAOYSA-N 3-chloro-1-phenylpropan-1-one Chemical compound ClCCC(=O)C1=CC=CC=C1 KTJRGPZVSKWRTJ-UHFFFAOYSA-N 0.000 description 1
- GKXNNMODLAPXLF-UHFFFAOYSA-N C1(CCCC1)C1=CC=C(C=C1)C(C=C)=O Chemical compound C1(CCCC1)C1=CC=C(C=C1)C(C=C)=O GKXNNMODLAPXLF-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 230000008570 general process Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000001819 mass spectrum Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
200 116 popis vynálezu
REPUBLIKA
<19> K AUTORSKÉMU OSVEDČENIU (11) (Bl)
(61) (23) Výstavná priorita(22) Přihlášené 29 11 78 (21) PV 7818-78 (51) IntCl? C 07 C 49/76//C 08 F 212/00
ÚŘAD PRO VYNÁLEZYA OBJEVY (40) Zverejnené 30 11 79(45) Vydané 01 10 82 (75)
Autor vynálezu CHMELA STEFAN prom.chem., NITRA, LUKÁC IVAN ing. CSc., ZVARA IVAN ing.,BRATISLAVA a HRDLOVlC PAV0L RHDr* CSc., MALACKY (54) P-cyklopentyl- (h-chlórpropiofenon a spdsob jeho přípravy 1
Vynález aa týká novej zlúčeniny p-cyklopentyl- /i-chlorpropiofenónu a spdsobu jej pří-pravy.
Postup přípravy β-chlorpropiofenónu acyláciou zodpovedajúcich uhTovodíkov s chloridom >kyseliny /1-chlórpropionovej je obecný postup ich přípravy, aváak p-cyklopentylderivát do-teraz připravený nebol.
Spdsob přípravy novej zlúčeniny je založený na acylácii cyklopentylbenzénu a chlori-dom kyseliny β-chlorpropionovej v přítomnosti bezvodáho chloridu hlinitého.
Uvedená zlúčenina sa mdže použit ako medziprodukt organických syntéz, napr. na přípra-vu óterov, alebo na přípravu monoméru p-cyklopentylakrylofenónu, ktorý sa dá použit na pří-pravu fotodegradatívnych polymérov. Příklad P-cyklopentyl-β-chlórpropiofenon K suspenzii 112 g (0,84 mo*i) bezvodóho chloridu hlinitého v 500 ml chxoridu uhličitéhov trojhrdlej 1 000 ml banke sa přidávalo 106,6 g (0,84 mól) J5-chlórpropionyÍehloridu podobu 20 minút za intenzívneho mieáania a chladenia v 1’adovom kúpeli (t = 0 až 5 °C). Potomsa přidalo 102 g (0,7 molu) cyklopentylbenzénu po kvapkách asi za 1 hodinu, přitom sa tep-lota udržovala pod 5 °C. Po přidaní celého množstva sa reakčná zmes miešala 8alšie dve 200 116
Claims (2)
- 200 110 2 hodiny pri teploto mieatnoati. ReakSná zmes aa rozložila opatrným naliatím na vodu a 1’adoma a kyselinou chlorovodíkovou. Zmea aa doextrahovala chloroformem. Po p^emytí vodou a vyauSení sa rozpúSťadlá z extraktu odpařili za vákua. Produkt aa krystalizoval z N-heptánu prizníženej teplote. Výťažok 96 g (58 %) bledožltej látky o t.t. 40 až 41,5 °C, ktorej Struk-túra bola potvrdená UV, iC, NMR a hmotnoatnými apektrami. P R B D Μ BT VYNÁLEZU 1. P-cyklopentyl- β-chlórpropiofenón vzorce
- 2. Sp&aob přípravy p-cyklopentyl- ft-ehlórpropiofenónu podlá bodu 1., vyznačujúci aa tým,Se cyklopentylbenzén aa acyluje chloridom β-chlórpropiónovej kyseliny v přítomnostibezvodáho chloridu hlinitého.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS781878A CS200116B1 (en) | 1978-11-29 | 1978-11-29 | P-cyclopentyl-beta-chlorpropiophenone and process for preparing thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS781878A CS200116B1 (en) | 1978-11-29 | 1978-11-29 | P-cyclopentyl-beta-chlorpropiophenone and process for preparing thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS200116B1 true CS200116B1 (en) | 1980-08-29 |
Family
ID=5428007
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS781878A CS200116B1 (en) | 1978-11-29 | 1978-11-29 | P-cyclopentyl-beta-chlorpropiophenone and process for preparing thereof |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS200116B1 (cs) |
-
1978
- 1978-11-29 CS CS781878A patent/CS200116B1/cs unknown
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