PL411889A1 - New 1-methoxy-1-oxoalkan-2-yl ester of salicylic acid, method for producing 1-methoxy-1-oxoalkan-2-yl ester of salicylic acid and applications of 1-methoxy-1-oxoalkan-2-yl ester of salicylic acid - Google Patents
New 1-methoxy-1-oxoalkan-2-yl ester of salicylic acid, method for producing 1-methoxy-1-oxoalkan-2-yl ester of salicylic acid and applications of 1-methoxy-1-oxoalkan-2-yl ester of salicylic acidInfo
- Publication number
- PL411889A1 PL411889A1 PL411889A PL41188915A PL411889A1 PL 411889 A1 PL411889 A1 PL 411889A1 PL 411889 A PL411889 A PL 411889A PL 41188915 A PL41188915 A PL 41188915A PL 411889 A1 PL411889 A1 PL 411889A1
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- PL
- Poland
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- salicylic acid
- methoxy
- ester
- methyl
- oxoalkan
- Prior art date
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Ujawniono estry 1-metoksy-1-oksoalkan-2-ylowe kwasu salicylowego o wzorze ogólnym 1, w którym R oznacza alkil o 2 - 4 atomach węgla. Przedmiotem rozwiązania jest także sposób wytwarzania estru 1-metoksy-1-oksoalkan-2-ylowego kwasu salicylowego, który polega na tym, że poddaje się reakcji kwas salicylowy z 2-bromoalkanianem metylu w rozpuszczalniku, w obecności węglanu potasu. Produkt wydziela się poprzez wylanie mieszaniny reakcyjnej do wody z lodem i oddzielenie produktu poprzez sączenie lub ekstrakcję, otrzymując ester 1-metoksy-1-oksoalkan-2-ylowy kwasu salicylowego o wzorze ogólnym 1, w którym R oznacza alkil o 2 - 4 atomach węgla. Jako 2-bromoalkanian metylu stosuje się 2-bromobutanian metylu lub 2-bromopentanian metylu lub 2-bromoheksanian metylu. Jako rozpuszczalnik stosuje się N,N-dimetyloformamid lub aceton lub keton etylowo - metylowy. Reakcję prowadzi się w temperaturze 50 - 100°C. Stosunek molowy kwasu salicylowego do 2 -bromoalkanianów metylu wynosi 1 : 1, a stosunek molowy kwasu salicylowego do węglanu potasu wynosi od 1 : 0,55 do 1 : 1,5. Ujawniono również zastosowanie estrów 1-metoksy-1-oksoalkan-2-ylowe kwasu salicylowego o wzorze ogólnym 1, jako substancji aktywnych do produkcji środków ochrony roślin o działaniu fungicydowym oraz inne zastosowanie jako substancji promieniochronnych do produkcji kosmetyków.Salicylic acid 1-methoxy-1-oxoalkan-2-yl esters of general formula 1 are disclosed, wherein R is alkyl with 2-4 carbon atoms. The subject of the solution is also a method for preparing salicylic acid 1-methoxy-1-oxoalkane-2-yl ester, which consists in reacting salicylic acid with methyl 2-bromoalkanoate in a solvent in the presence of potassium carbonate. The product is isolated by pouring the reaction mixture into ice-water and separating the product by filtration or extraction to obtain 1-methoxy-1-oxoalkane-2-yl ester of salicylic acid of general formula 1, wherein R is an alkyl with 2-4 carbon atoms . As methyl 2-bromoalkanoate, methyl 2-bromobutanoate or methyl 2-bromopentanoate or methyl 2-bromohexanoate is used. N, N-dimethylformamide or acetone or ethyl methyl ketone is used as the solvent. The reaction is carried out at a temperature of 50-100 ° C. The molar ratio of salicylic acid to methyl 2-bromoalkanoates is 1: 1, and the molar ratio of salicylic acid to potassium carbonate is from 1: 0.55 to 1: 1.5. Also disclosed is the use of salicylic acid 1-methoxy-1-oxoalkane-2-yl esters of general formula 1 as active substances for the production of fungicidal plant protection products and other uses as radiation protective substances for the production of cosmetics.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL411889A PL229913B1 (en) | 2015-04-09 | 2015-04-09 | New 1-methoxy-1-oxoalkan-2-yl ester of salicylic acid, method for producing 1-methoxy-1-oxoalkan-2-yl ester of salicylic acid and applications of 1-methoxy-1-oxoalkan-2-yl ester of salicylic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL411889A PL229913B1 (en) | 2015-04-09 | 2015-04-09 | New 1-methoxy-1-oxoalkan-2-yl ester of salicylic acid, method for producing 1-methoxy-1-oxoalkan-2-yl ester of salicylic acid and applications of 1-methoxy-1-oxoalkan-2-yl ester of salicylic acid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL411889A1 true PL411889A1 (en) | 2016-10-10 |
| PL229913B1 PL229913B1 (en) | 2018-09-28 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL411889A PL229913B1 (en) | 2015-04-09 | 2015-04-09 | New 1-methoxy-1-oxoalkan-2-yl ester of salicylic acid, method for producing 1-methoxy-1-oxoalkan-2-yl ester of salicylic acid and applications of 1-methoxy-1-oxoalkan-2-yl ester of salicylic acid |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL229913B1 (en) |
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2015
- 2015-04-09 PL PL411889A patent/PL229913B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL229913B1 (en) | 2018-09-28 |
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