CS266113B1 - 2- (4-benzoytfenyl) -2- [4- (3-chloropropanoyl) phenyl] propane - Google Patents

2- (4-benzoytfenyl) -2- [4- (3-chloropropanoyl) phenyl] propane Download PDF

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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
propane
phenyl
benzoylphenyl
benzoytfenyl
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CS875529A
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Czech (cs)
Slovak (sk)
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CS552987A1 (en
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Ivan Ing Csc Lukac
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Lukac Ivan
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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.

Claims (1)

2-(4-benzoylfenyl)-2-C4-(3-ohlórpropanoyl)fenyl] propán.2- (4-Benzoylphenyl) -2-C4- (3-chloropropanoyl) phenyl] propane.
CS875529A 1987-07-22 1987-07-22 2- (4-benzoytfenyl) -2- [4- (3-chloropropanoyl) phenyl] propane CS266113B1 (en)

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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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