CS260372B1 - 1-(4-benzylphenyl)-2-propene-1-ion - Google Patents
1-(4-benzylphenyl)-2-propene-1-ion Download PDFInfo
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- CS260372B1 CS260372B1 CS873472A CS347287A CS260372B1 CS 260372 B1 CS260372 B1 CS 260372B1 CS 873472 A CS873472 A CS 873472A CS 347287 A CS347287 A CS 347287A CS 260372 B1 CS260372 B1 CS 260372B1
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Abstract
Riešenie sa týká novej zlúčeniny l-(4- -benzylfenyl)-2-propén-l-ónu. Uvedená zlúčenina sa připraví tak, že na l-(4-benzylfenyl)-3-chlórpropán-l-ón v acetonitrile sa působí při teplote miestnosti octanom draselným. Zlúčenina má využitie pri príprave polymérov pre fotorezistyThe solution relates to the novel compound 1- (4- -benzylfenyl) -2-propen-l-one. Said compound is prepared by applying 1- (4-benzylphenyl) -3-chloropropan-1-one in acetonitrile at room temperature with acetate potassium. The compound has utility in preparation polymers for photoresists
Description
Vynález sa týká 1-(4-benzylf enyl)-2-propén-l-ónu.The invention relates to 1- (4-benzylphenyl) -2-propen-1-one.
Dehydrochlorácia l-aryl-3-chlór-l-propánov je obecným spůsobom přípravy aromatických 2-propén-l-ónov. Pri dehydrochlorácii s octanom draselným v alkoholickóm prostředí okrem produktu vznikajú i ďalšie adlčné produkty alkoholu a vznikajúcej kyseliny octovej na dvojitú vazbu 2-propén-l-ónu [P. Hrdlovič, I. Lukáč: „Developements in Polymer Degradation“ 4, 101 (1982), Ed.Dehydrochlorination of 1-aryl-3-chloro-1-propanes is a general method for preparing aromatic 2-propen-1-ones. In addition to the product, dehydrochlorination with potassium acetate in an alcoholic medium also results in the addition of alcohol and the resulting acetic acid to the double bond of 2-propen-1-one [P. Hrdlovic, I. Lukac: "Developements in Polymer Degradation" 4, 101 (1982), Ed.
N. Grassie, Applied Science Publishers Ltd.j. Preto sa na dehydrochloráciu použila nealkoholické prostredie (I. Lukáč, P. Hrdlovič, CS AO 250 800). l-( 4-benzylf enyl )-2-propén-l-ón nie je popísaný v literatuře.N. Grassie, Applied Science Publishers Ltd. Therefore, a non-alcoholic medium was used for dehydrochlorination (I. Lukac, P. Hrdlovic, CS AO 250 800). 1- (4-Benzylphenyl) -2-propen-1-one is not described in the literature.
Podstatou vynálezu je l-( 4-benzylf enyl)-2-propén-l-ón. Spůsob přípravy tejto zlúčeniny spočívá v tom, že na l-(4-benzylfenyl)-3-chlórpropán-l-ón v acetonitrile sa působí pri teplote miestnosti octanom draselným.The present invention provides 1- (4-benzylphenyl) -2-propen-1-one. A method for preparing this compound is to treat 1- (4-benzylphenyl) -3-chloropropan-1-one in acetonitrile at room temperature with potassium acetate.
Výhodou uvedeného vynálezu je, že umožňuje připravit predmetnú zlúčeninu temer v kvantitatívnom výtažku a jednoducho. Použitie acetonitrllu a optimalizácia reakčnej doby znižuje podiel vedlajších produktov. PříkladAn advantage of the present invention is that it makes it possible to prepare the subject compound almost in quantitative yield and easily. The use of acetonitrile and optimization of the reaction time reduces the proportion of by-products. Example
K suspenzii octanu draselného (13 g, 0,13 molu) v acetonitrile (250) ml) sa přidá 1-(4-benzylfenyl)-3-chlórpropán-l-ón (10 g,To a suspension of potassium acetate (13 g, 0.13 mol) in acetonitrile (250) mL) was added 1- (4-benzylphenyl) -3-chloropropan-1-one (10 g,
O, 039 mólu) za stálého miešania pri laboratórnej teplote. Po 3 hodinách miešania sa přidá ešte octan draselný (6,5 g, 0,065 mólu) a reakčná zmes sa mieša ešte 2 hodiny, vleje do roztoku uhličitanu sodného (5,2 g,0.039 mol) with stirring at room temperature. After stirring for 3 hours, potassium acetate (6.5 g, 0.065 mol) was added and the reaction stirred for 2 hours, poured into sodium carbonate solution (5.2 g,
0,05 mólu) vo vodě (1000 ml), extrahuje dietyléterom, vysuší bezvodým síranom sodným a zahustí za vakua. Produkt sa čistí chromatograficky na silikágele so zmesou benzén : n-hexán= 3 :2. Získá sa 6,8 g (79 percent) šlábožltej olejovitej látky.0.05 mol) in water (1000 ml), extracted with diethyl ether, dried over anhydrous sodium sulfate and concentrated in vacuo. The product is purified by chromatography on silica gel with benzene: n-hexane = 3: 2. 6.8 g (79 percent) of a pale yellow oil are obtained.
Pre CieHuO (222,28) vypočítané:For C 18 H 18 O (222.28) calculated:
84,45 % C, 6,35 % H, zistené:84.45% C, 6.35% H, found:
84,37 % C, 6,23 % H.% C, 84.37;% H, 6.23.
IR (CCli):IR (CClI):
630 (C=O), 1 575 cm-1 (C—H, aromatické).630 (C = O), 1575 cm -1 (C-H, aromatic).
UV (CHCI3):UV (CHCl3):
273 nm (log ε = 4,12),273 nm (log ε = 4.12),
348 nm (2,06).348 nm (2.06).
Ή NMR (CDCls) δ:Ή NMR (CDCl 3) δ:
4,00 (s, 2H, CHz),4.00 (s, 2H, CH 2),
5,87 (m, 1H, CHz=),5.87 (m, 1H, CH2 =),
6,38 (m, 1H, CH2=),6.38 (m, 1H, CH 2 =),
7,03 (m, 1H, COCH=),7.03 (m, 1 H, COCH =),
7,30 (m, 7H, aromatické), . 7,88 (m, 2H, aromatické).7.30 (m, 7H, aromatic). 7.88 (m, 2H, aromatic).
Mass m/e: 222 (M+), 195.Mass m / e: 222 (M < + >), 195.
Vynález má využitie v chemickom priemysle. Připravená látka je monomérom využitelným pri príprave fotopolymérov pre fotorezisty.The invention has applications in the chemical industry. The prepared substance is a monomer useful in the preparation of photopolymers for photoresists.
Claims (1)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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CS873472A CS260372B1 (en) | 1987-05-14 | 1987-05-14 | 1-(4-benzylphenyl)-2-propene-1-ion |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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CS873472A CS260372B1 (en) | 1987-05-14 | 1987-05-14 | 1-(4-benzylphenyl)-2-propene-1-ion |
Publications (2)
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CS347287A1 CS347287A1 (en) | 1988-05-16 |
CS260372B1 true CS260372B1 (en) | 1988-12-15 |
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CS873472A CS260372B1 (en) | 1987-05-14 | 1987-05-14 | 1-(4-benzylphenyl)-2-propene-1-ion |
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1987
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