PL47664B3 - - Google Patents
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- Publication number
- PL47664B3 PL47664B3 PL47664A PL4766462A PL47664B3 PL 47664 B3 PL47664 B3 PL 47664B3 PL 47664 A PL47664 A PL 47664A PL 4766462 A PL4766462 A PL 4766462A PL 47664 B3 PL47664 B3 PL 47664B3
- Authority
- PL
- Poland
- Prior art keywords
- edetic acid
- benzyl
- salts
- free
- copper
- Prior art date
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- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 5
- 229960001484 edetic acid Drugs 0.000 claims description 5
- 150000007524 organic acids Chemical class 0.000 claims description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 3
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
- 229910052802 copper Inorganic materials 0.000 claims description 3
- 239000010949 copper Substances 0.000 claims description 3
- 235000005985 organic acids Nutrition 0.000 claims description 3
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 229910052709 silver Inorganic materials 0.000 claims description 2
- 239000004332 silver Substances 0.000 claims description 2
- 239000000758 substrate Substances 0.000 claims description 2
- 239000011135 tin Substances 0.000 claims description 2
- 229910052718 tin Inorganic materials 0.000 claims description 2
- 239000003205 fragrance Substances 0.000 claims 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 4
- 229910052742 iron Inorganic materials 0.000 description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 2
- 229940073608 benzyl chloride Drugs 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 229960002903 benzyl benzoate Drugs 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000003378 silver Chemical class 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
Description
.i&c?* W ^iz i?.&£w£?i?i z&iyfriti &¦* *thY..S Yith^^- £ ?NTE^ \ BI3tlOTE.KA Urz^oo Patentowego [PoMiej gflczpspohtej Mm POLSKIEJ RZECZYPOSPOLITEJ LUDOWEJ OPIS PATENTOWY Nr 47664 KI. 12 o, 11- KI. internat. C 07 c Warszawska Fabryka Syntetykdiu Zapachowych*) Warszawa, Polska Sposób wytwarzania estrów benzylowych kwasów organicznych Patent dodatkowy do patentu Nr 45791 Patent trwa od dnia 9 lutego 1962 r.Otrzymywanie estrów benzylowych kwasów organicznych przez dzialanie chlorku benzylu na wolny kwas organiczny sposobem wedlug patentu Nr 45791, posiada te niedogodnosc, ze srodowisko reakcji powinno byc wolne od soli zelaza, miedzi, cyny, srebra.Stwierdzono, ze mozna uniknac tej niedogod¬ nosci przez wprowadzenie do srodowiska reakcji wolnego kwasu wersenowego.Wolny kwas wersenowy wprowadza sie ilosci powyzej stechiometrycznej w stosunku do za- *) Wlasciciel patentu oswiadczyl, ze wspól¬ twórcami wynalazku sa Jan Michalski, Antoni Kowalski. wartosci soli zelaza, srebra, miedzi lub cyny w substratach.Zastosowanie kwasu wersenowego pozwala na uzywanie do reakcji surowców technicznych, zawierajacych najczesciej sole metali, a w szcze¬ gólnosci zelaza.Przyklad. 122 g (1 mol) technicznego kwa¬ su benzoesowego ogrzewa sie w temperaturze nieco powyzej temperatury topnienia z 240 mg kwasu wersenowego. Nastepnie dodaje sie 215 g (2,5 mola) chlorku benzylu i ogrzewa w reak¬ torze pod chlodnica zwrotna w ciagu 30 — 36 godzin.Otrzymany ester benzylowy kwasu benzoeso¬ wego wydziela sie na drodze frakcyjnej desty¬ lacji prózniowej.Wydajnosc benzoesanu benzylu wynosi okolo 85% wydajnosci teoretycznej. PL.i & c? * W ^ iz i?. & £ w £? i? i z & iyfriti & ¦ * * thY..S Yith ^^ - £? NTE ^ \ BI3tlOTE.KA Patent Office [Show gflczpspohtej Mm POLISH PEOPLE'S REPUBLIC PATENT DESCRIPTION No. 47664 KI. 12 o, 11- ki. boarding school. C 07 c Warszawska Fabryka Syntetykdiu Zapachowych *) Warsaw, Poland Method for producing benzyl esters of organic acids Additional patent to patent No. 45791 The patent has been in force since February 9, 1962 Obtaining benzyl esters of organic acids by the action of benzyl chloride on free organic acid according to patent No. 45791, has the disadvantage that the reaction medium should be free of iron, copper, tin, silver salts. It has been found that this inconvenience can be avoided by introducing free edetic acid into the reaction environment. Free edetic acid is introduced in an amount above stoichiometric in relation to to the declaration *) The owner of the patent stated that the authors of the invention are Jan Michalski and Antoni Kowalski. the value of iron, silver, copper or tin salts in substrates. The use of edetic acid allows the use of technical raw materials for the reaction, usually containing metal salts, especially iron. Example. 122 g (1 mole) of technical benzoic acid are heated to a temperature just above the melting point with 240 mg of edetic acid. 215 g (2.5 moles) of benzyl chloride are then added and the reactor is heated under reflux for 30-36 hours. The resulting benzoic acid benzyl ester is isolated by fractional vacuum distillation. The yield of benzyl benzoate is about 85% of theoretical yield. PL
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL47664B3 true PL47664B3 (en) | 1963-10-15 |
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