CS204759B1 - 1-cinnamoyloxy-2-(4-/3-chlorpropionyl/phenoxy)ethane andprocess for preparing thereof - Google Patents
1-cinnamoyloxy-2-(4-/3-chlorpropionyl/phenoxy)ethane andprocess for preparing thereof Download PDFInfo
- Publication number
- CS204759B1 CS204759B1 CS538479A CS538479A CS204759B1 CS 204759 B1 CS204759 B1 CS 204759B1 CS 538479 A CS538479 A CS 538479A CS 538479 A CS538479 A CS 538479A CS 204759 B1 CS204759 B1 CS 204759B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- phenoxy
- cinnamoyloxy
- ethane
- preparing
- added
- Prior art date
Links
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 title 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 title 1
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
- -1 1-cinnamoyloxy-2-phenoxy-ethane Chemical compound 0.000 claims description 3
- INUNLMUAPJVRME-UHFFFAOYSA-N 3-chloropropanoyl chloride Chemical compound ClCCC(Cl)=O INUNLMUAPJVRME-UHFFFAOYSA-N 0.000 claims description 3
- 239000011541 reaction mixture Substances 0.000 claims description 2
- 238000010992 reflux Methods 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- ADZDTDXRBFSQHH-UHFFFAOYSA-N C1(=CC=CC=C1)C=CC(=O)OCCOC1=CC=C(C=C1)C(CCCl)=O Chemical compound C1(=CC=CC=C1)C=CC(=O)OCCOC1=CC=C(C=C1)C(CCCl)=O ADZDTDXRBFSQHH-UHFFFAOYSA-N 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000155 melt Substances 0.000 claims 1
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Vynález sa týká novej zlúčeniny l-einnamoyloxy-2-[4-/3-chlórpropionyl/fenoxý] etánu vzorcaThe present invention relates to a novel compound of 1-einnamoyloxy-2- [4- (3-chloropropionyl) phenoxy] ethane of the formula
Sp6sob přípravy novej zlúčeniny, ktorá nie je známa z literatúry je založený na tom, že na l-cinnamoyloxy-2-fenoxy etán sa pfisobí chloridom kyseliny 3-chlorpropiónovej za přítomnosti bezvodého chloridu hlinitého.A method for the preparation of a novel compound which is not known from the literature is based on the reaction of 1-cinnamoyloxy-2-phenoxy ethane with 3-chloropropionic chloride in the presence of anhydrous aluminum chloride.
Uvedená zlúčenina sa m6že využit na přípravu monoméru, na přípravu polymérov so 8®ft~ ciálnymi vlastnosťami.Said compound can be used for the preparation of the monomer, for the preparation of polymers with 8F-specific properties.
PříkladExample
Do trojhrdlej baňky opatrenej spatným chladičom, miešadlom a deliacim lievikom ša vložilo 11,2 g .(0,084 mol) chloridu hlinitého v 20 ml sírouhlíka, potom pri teplote vodného kúpeTa 15 °C, za miešania sa přidá roztok 7,1 g (0,056 mol) 3-chlórpropionylchloridu v 10 ml sírouhlíka a potom sa kúpeT odstavil a pri teplote miestnosti sa přidával roztok 15 g (0,056 mol) l-cinnamoyloxy-2-fenoxy etánu v 100 ml sírouhlíka. Po přidaní asi štvrti204 75911.2 g (0.084 mol) of aluminum chloride in 20 ml of carbon disulphide was added to a three-necked flask equipped with an inverted condenser, stirrer and separatory funnel, then at a bath temperature of 15 ° C, while stirring a solution of 7.1 g (0.056 mol) was added. 3-chloropropionyl chloride in 10 ml of carbon disulfide and then the bath was removed and a solution of 15 g (0.056 mol) of 1-cinnamoyloxy-2-phenoxy ethane in 100 ml of carbon disulfide was added at room temperature. After adding about a quarter of 204 759
204 7S9 ny roztoku sa reakčná zmes zahriala do mierneho refluxu a přidal sa zvyšok a reakčná zmes sa refluxovala ešte 30 minút. Potom sa rozložila na zmesi ladu a kyseliny chlorovodíkovej Produkt sa extrahoval chloroformom a štyrikřát premyl vodou. Potom sa chloroform vákuovo odpařil. Získala ea svetložltá tuhá látka, ktorá sa krystalizovala z benzénu. Získali sa kryštálý svetlohnedej farby o t.t. 93,5 °C až 95 °C. Výťažok 53,3 %.The solution was heated to gentle reflux and the residue was added and the reaction mixture was refluxed for a further 30 minutes. It was then decomposed into ice / hydrochloric acid. The product was extracted with chloroform and washed four times with water. The chloroform was then evaporated in vacuo. Obtained a light yellow solid which was crystallized from benzene. A pale brown crystalline color of m.p. 93.5 ° C to 95 ° C. Yield 53.3%.
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS538479A CS204759B1 (en) | 1979-08-06 | 1979-08-06 | 1-cinnamoyloxy-2-(4-/3-chlorpropionyl/phenoxy)ethane andprocess for preparing thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS538479A CS204759B1 (en) | 1979-08-06 | 1979-08-06 | 1-cinnamoyloxy-2-(4-/3-chlorpropionyl/phenoxy)ethane andprocess for preparing thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS204759B1 true CS204759B1 (en) | 1981-04-30 |
Family
ID=5398637
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS538479A CS204759B1 (en) | 1979-08-06 | 1979-08-06 | 1-cinnamoyloxy-2-(4-/3-chlorpropionyl/phenoxy)ethane andprocess for preparing thereof |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS204759B1 (en) |
-
1979
- 1979-08-06 CS CS538479A patent/CS204759B1/en unknown
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