CS266113B1 - 2- (4-benzoytfenyl) -2- [4- (3-chloropropanoyl) phenyl] propane - Google Patents
2- (4-benzoytfenyl) -2- [4- (3-chloropropanoyl) phenyl] propane Download PDFInfo
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- CS266113B1 CS266113B1 CS875529A CS552987A CS266113B1 CS 266113 B1 CS266113 B1 CS 266113B1 CS 875529 A CS875529 A CS 875529A CS 552987 A CS552987 A CS 552987A CS 266113 B1 CS266113 B1 CS 266113B1
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- chloropropanoyl
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Abstract
Riešenie sa týká novej zlúčeniny 2—(4— -benzoylfenyl)-2-t4-(3-chlórpropanoyl)fenyll- propánu. Uvedená zlúčenina sa připraví tak, že na 3-chlórpropanoylchlorid v chloride uhličitom v přítomnosti bezvodého chloridu hlinitého sa pósobí 2-<4-benzoylfenyl)-2-fenyl- propánom. Předmětná látka je medziproduktom pre přípravu monoméru a svetlom degradujúcich polymérov.The present invention relates to a novel compound 2- (4-benzoylphenyl) -2- [4- (3-chloropropanoyl) phenyl] propane. The compound is prepared by treating 3-chloropropanoyl chloride in carbon tetrachloride in the presence of anhydrous aluminum chloride with 2- (4-benzoylphenyl) -2-phenylpropane. The subject matter is an intermediate for preparing monomer and light degrading polymers.
Description
Vynález sa týká 2-(4-benzoylfenyl)-2-C4-Í3-chlórpropanoyl)fenyljpropánu.The present invention relates to 2- (4-benzoylphenyl) -2-C4- (3-chloropropanoyl) phenyl] propane.
Popísaná je příprava di-2-(4-acetylfenyl)propánu Friedel-Craftsovou acyláciou 2,2-difenylpropánu (Ε. I. du Pont, GB pat. 753 384, Chem. Abstr. 53, 1 253f, 1958, I. L. Kotlyarevskii, A. S. Zanina, N. M. Gusenkova, Izv. Akad. Nauk ZSSR, Ser. Khim 1967, 900). 2—(4— -benzoylfenyl)-2-C4-(3-chlórpropanoyl)fenyljpropán nie je popísaný v literatúre.Described is the preparation of di-2- (4-acetylphenyl) propane by Friedel-Crafts acylation of 2,2-diphenylpropane (E.I. du Pont, GB Pat. 753,384, Chem. Abstr. 53, 1253f, 1958, IL Kotlyarevskii, AS Zanina, NM Gusenkova, Izv. Akad Nauk USSR, Ser. Khim 1967, 900). 2- (4-Benzoylphenyl) -2-C4- (3-chloropropanoyl) phenyl] propane is not described in the literature.
Podstatou vynálezu je 2-(4-benzoylfenyl)-2-E4-(3-chlórpropanoyl)fenyljpropán. Spósob přípravy tejto zlúčeniny spočívá v tom, že na 3-chlórpropanoylohlorid v chloride uhličitom v přítomnosti bezvodého chloridu hlinitého sa pósobí 2-(4-benzoylfenyl)-2-fenylpropánom napřed pri teplote nižšej ako 5 °C a neskoršie pri 20 °C počas 30 minút.The present invention provides 2- (4-benzoylphenyl) -2-E4- (3-chloropropanoyl) phenyl] propane. A method for the preparation of this compound is to treat 3-chloropropanoyl chloride in carbon tetrachloride in the presence of anhydrous aluminum chloride with first 2- (4-benzoylphenyl) -2-phenylpropane at a temperature below 5 ° C and later at 20 ° C for 30 minutes. minutes.
Výhodou uvedeného vynálezu je, že umožňuje připravit jednoducho predmetnú zlúčeninu v 30 %-nom výtažku.An advantage of the present invention is that it makes it possible to prepare a simple object compound in a 30% yield.
Předmětná látka je medziproduktom pre přípravu monomeru a svetlom degradujúcich polymérov .The present substance is an intermediate for the preparation of monomer and light-degrading polymers.
PříkladExample
K suspenzií bezvodého chloridu hlinitého (31,2 g, 0,234 mol) v chloride uhličitom (60 ml) sa pri 0 °C přidá 3-chlórpropanoyl-chlorid (15 ml, 0,16 mol). Po kvapkách sa přidá roztok 2-(4-benzoylfenyl)-2-fenylpropánu (30 g, 0,1 mól) v chloride uhličitom (60 ml) tak, aby teplota nevystúpila nad 5 °C. Po přidaní sa zmes mieša 30 minút pri 20 °C, vyleje opatrné do roztoku kyseliny chlorovodíkovéj (10 ml) vo vodě (400 ml), extrahuje chloroformom a extrakt sa zahustí pri zníženom tlaku. Po chromatografickom delení na silikagéle L 100/400 s eluentom benzén: h-hexán 9:1 a zahuštěni sa získá nažltlá viskózna kvapalina (11,7 g, 30 hmot. %). Elementárna analýza pre C25H23°2C1· (390,91) vypočítané: 76,81 hmot. % uhlík, 5,93 hmot. % vodík, nájdené: 77,30 hmot. % uhlík, 6,17 hmot. % vodík. IR (CC14): 1 690 (C=0), 1 660 (C=O), 1 600 cm1 (C=H, aromatické). UV (CHClj): 260 nm (log£= 4,55), 335 (3,0). 1H NMR (CDC13) : 1,63 (s, 6H, CH3), 3,16 až 3,48 (t, 2K, -CHjCO-), 3,65 až 3,90 (t, 2H, -CH2C1), 7,09 až 7,9 (m, 13H, aromatické).To a suspension of anhydrous aluminum chloride (31.2 g, 0.234 mol) in carbon tetrachloride (60 mL) at 0 ° C was added 3-chloropropanoyl chloride (15 mL, 0.16 mol). A solution of 2- (4-benzoylphenyl) -2-phenylpropane (30 g, 0.1 mol) in carbon tetrachloride (60 mL) was added dropwise such that the temperature did not rise above 5 ° C. After the addition, the mixture was stirred at 20 ° C for 30 minutes, poured carefully into a solution of hydrochloric acid (10 mL) in water (400 mL), extracted with chloroform, and the extract was concentrated under reduced pressure. Chromatography on silica gel L 100/400 with 9: 1 benzene: h-hexane and concentration gives a yellowish viscous liquid (11.7 g, 30 wt%). Elemental analysis for C 25 H 23 ° 2 Cl · (390.91) calculated: 76.81 wt. % carbon, 5.93 wt. % hydrogen, found: 77.30 wt. % carbon, 6.17 wt. % hydrogen. IR (CCl4): 1690 (C = O), 1660 (C = O), 1600 cm @ -1 (C = H, aromatic). UV (CHCl 3): 260 nm (log δ = 4.55), 335 (3.0). 1 H NMR (CDCl 3): 1.63 (s, 6H, CH 3 ), 3.16-3.48 (t, 2K, -CH 3 CO-), 3.65-3.90 (t, 2H, -CH 2 Cl), 7.09 to 7.9 (m, 13H, aromatic).
Vynález má použitie v chemickom priemysle pri príprave polymérov vyznačujúcich sa vysokou degradáciou ultrafialovým svetlom.The invention has application in the chemical industry in the preparation of polymers characterized by high degradation by ultraviolet light.
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Application Number | Priority Date | Filing Date | Title |
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CS875529A CS266113B1 (en) | 1987-07-22 | 1987-07-22 | 2- (4-benzoytfenyl) -2- [4- (3-chloropropanoyl) phenyl] propane |
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CS875529A CS266113B1 (en) | 1987-07-22 | 1987-07-22 | 2- (4-benzoytfenyl) -2- [4- (3-chloropropanoyl) phenyl] propane |
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CS552987A1 CS552987A1 (en) | 1989-03-14 |
CS266113B1 true CS266113B1 (en) | 1989-11-14 |
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CS875529A CS266113B1 (en) | 1987-07-22 | 1987-07-22 | 2- (4-benzoytfenyl) -2- [4- (3-chloropropanoyl) phenyl] propane |
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1987
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