CS206873B1 - l-Hydroxy-2-C4-/2-broaapr©pioayl/fen©xy3etán a spAsob jeho přípravy - Google Patents
l-Hydroxy-2-C4-/2-broaapr©pioayl/fen©xy3etán a spAsob jeho přípravy Download PDFInfo
- Publication number
- CS206873B1 CS206873B1 CS396479A CS396479A CS206873B1 CS 206873 B1 CS206873 B1 CS 206873B1 CS 396479 A CS396479 A CS 396479A CS 396479 A CS396479 A CS 396479A CS 206873 B1 CS206873 B1 CS 206873B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- hydroxy
- preparation
- bromopropionyl
- ethane
- phenoxy
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- DLRJIFUOBPOJNS-UHFFFAOYSA-N phenetole Chemical compound CCOC1=CC=CC=C1 DLRJIFUOBPOJNS-UHFFFAOYSA-N 0.000 title 1
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 7
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 6
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 6
- 229910052794 bromium Inorganic materials 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 3
- 238000010992 reflux Methods 0.000 claims description 3
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims description 2
- XYOJIVCLIYUBHD-UHFFFAOYSA-N 1-[4-(2-hydroxyethoxy)phenyl]propan-1-one Chemical compound CCC(=O)C1=CC=C(OCCO)C=C1 XYOJIVCLIYUBHD-UHFFFAOYSA-N 0.000 claims 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 229960001701 chloroform Drugs 0.000 description 2
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 2
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- -1 2-bromopropionyl Chemical group 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N Acetylene Chemical compound C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229940125904 compound 1 Drugs 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000002211 ultraviolet spectrum Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Vynález aa týká novej zláčeniny l“hydr©xy-2-C4-/2-br©Bopropionyl/fenoxy3eténu vzorca
CH3 - CH - C 0 - ca2 ~ CH2 - OH . Br 0 a spbeobu jeho přípravy.
Spdseb přípravy mávej zláčeniny, ktorá nie je zaáaa z literatáry, je zaležený na tom, že Í-hydroxy-2-/4-propionylfenexy/etán ea broauje a bróaea v chioroforaovoa prostředí aa refluxu.
Uvedená zlúčenina je aedtiproduktem syntézy svetlocitlivých pólyaérev a polyaérnych aenzibilizátorev.
Příklad _ h
K miešanému a refluxujácemu roztoku l-hydr©xy-2-/4-propionylfeaoxy/etinu /40 g, 0,208 molu/ v tritíhloraetáne /100 ml/ sa prikvapkal roztok brómu /33,3 &, 0,206 mól/ v trichlórmetáne /40 ml/. Vývoj bromovodíka nastal až po přidaní asi polovičného množstva bromu. Po přidaní brómu sa obsah refluxoval, pokial bol vývoj bromovodíka intenjtívny. Po schladení a vákuovom odpařeni chloroformu sa obsah extrahoval dietyléterom, z ktorého produkt krystalizoval. Získalo sa 52 g /91,5 %/ nahnedlých kryštálov st.t. 75 až 76 °C.
206 873 ' . XH NMR spektrum /CHCiy : <f= 1,8 /d, 3H, - CHj - C/j 2,42 /s, 1H, - OH/;
3,98 ./«, 4H, - CH2 - ČH2 -/; 5,20 /q, 1H, - CH -/; 6*92 /m, 2H, arom./; 7,95 /a, 2H, arom;/
UV spektrum /CHClj/:Xmáx ; 290 nm /log £ = 4,17/; 340 nm /log = 2,68/; 475 nm (log£= » 1,38/.
Haotnostné spektrum; m/e = 274 /M+/; 272 /M+/j 165, 121.
Claims (2)
- PREDMET VYNÁLEZU1. l-Hyňroxy-2-£4-/2-bromoprepionyl/fenoxyJetán vzorca
- 2. Spósob přípravy zlúčeniny podl’a bodu 1, vyznačujúci sa tým, že na l-hydroxy-2-/4-propionylfenoxy/etán sa pfisobí brómom v chloroformovom prostředí za refluxu.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS396479A CS206873B1 (cs) | 1979-06-08 | 1979-06-08 | l-Hydroxy-2-C4-/2-broaapr©pioayl/fen©xy3etán a spAsob jeho přípravy |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS396479A CS206873B1 (cs) | 1979-06-08 | 1979-06-08 | l-Hydroxy-2-C4-/2-broaapr©pioayl/fen©xy3etán a spAsob jeho přípravy |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS206873B1 true CS206873B1 (cs) | 1981-07-31 |
Family
ID=5381230
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS396479A CS206873B1 (cs) | 1979-06-08 | 1979-06-08 | l-Hydroxy-2-C4-/2-broaapr©pioayl/fen©xy3etán a spAsob jeho přípravy |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS206873B1 (cs) |
-
1979
- 1979-06-08 CS CS396479A patent/CS206873B1/cs unknown
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