PL9767B3 - The method of obtaining thymol, its isomers or homologues of both these compounds and their hydrogenation products. - Google Patents
The method of obtaining thymol, its isomers or homologues of both these compounds and their hydrogenation products. Download PDFInfo
- Publication number
- PL9767B3 PL9767B3 PL9767A PL976727A PL9767B3 PL 9767 B3 PL9767 B3 PL 9767B3 PL 9767 A PL9767 A PL 9767A PL 976727 A PL976727 A PL 976727A PL 9767 B3 PL9767 B3 PL 9767B3
- Authority
- PL
- Poland
- Prior art keywords
- isomers
- thymol
- homologues
- obtaining
- compounds
- Prior art date
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- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 title claims description 8
- 239000005844 Thymol Substances 0.000 title claims description 4
- 238000005984 hydrogenation reaction Methods 0.000 title claims description 4
- 229960000790 thymol Drugs 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims 2
- 150000001875 compounds Chemical class 0.000 title 1
- 239000007859 condensation product Substances 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 150000002576 ketones Chemical class 0.000 claims description 3
- 150000002989 phenols Chemical class 0.000 claims description 3
- 239000000047 product Substances 0.000 claims description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- WZKJXHQLLOLDCW-UHFFFAOYSA-N 4-methyl-2-propan-2-ylcyclohexan-1-ol Chemical class CC(C)C1CC(C)CCC1O WZKJXHQLLOLDCW-UHFFFAOYSA-N 0.000 description 1
- 235000014435 Mentha Nutrition 0.000 description 1
- 241001072983 Mentha Species 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 235000014569 mints Nutrition 0.000 description 1
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
Description
Najdluzszy czas trwania patentu do 15 listopada 1943 r, Jak to podano w patencie glównym Nr 9654, produkty kondensacji alkylowa- nych fenolów i ketonów, opisane w paten¬ cie Nr 8917, daja sie przeprowadzic bez¬ posrednio zapomoca obróbki wodorem w obecnosci katalizatorów po przylaczeniu 4 lub 16 atomów wodoru w tymol, wzgled¬ nie jego izomery i homologi obu tych zwiazków lub w odnosne heksahydro- zwiazki.To samo daje sie osiagnac przy podob¬ nych do eterów produktach kondensacji alkylowanych fenoli i ketonów, (porównaj Gaebel „Ueber Kondensation produkt aus m-Kresol und p-Kresol mit Aceton", Dis- sertation Marburg 1903), skoro uwodornia¬ nie prowadzic w temperaturach przewyz¬ szajacych temperatury zwykle stosowane.Przyklad I. Podobne do eterów pro¬ dukty kondensacji m-krezolu fi. acetonu poddaje sie w temperaturze 250—280° w obecnosci katalizatora dzialaniu wodoru.Skoro dzialanie to po przylaczeniu czte¬ rech atomów wodoru przerwac, natenczas otrzyma sie po przeróbce tymol; skoro zas obróbke wodorem doprowadzic dopóty, do¬ póki nie zostana przylaczone 16 atomów wodoru, natenczas otrzymuje sie miesza-nine rozmaitych stereoizomerycznych men¬ toli.Przyklad II. Podobne do eterów pro¬ dukty kondensacji m-krezolu i acetonu ob¬ rabia sie jak w przykladzie I. Otrzymuje sie 4-metylo-6-iiizopropylofenol, wzglednie mieszanine rozmaitych eteroizomerycznych 4-metylo-2-izopropylocykloheksanoli. PL PLThe longest duration of the patent until November 15, 1943, as stated in the main patent No. 9654, the condensation products of alkylated phenols and ketones described in the patent No. 8917 can be carried out directly by means of hydrogen treatment in the presence of catalysts after the addition 4 or 16 hydrogen atoms including thymol, or its isomers and homologues of both, or the respective hexahydrocompounds. The same can be achieved with ether-like condensation products of alkylated phenols and ketones, (see Gaebel "Ueber Kondensation product" aus m-Kresol und p-Kresol mit Acetone ", Disertation Marburg 1903), since the hydrogenation is carried out at temperatures exceeding those conventionally used. Example 1 The m-cresol condensation products of acetone are subjected to at a temperature of 250-280 ° in the presence of a catalyst, the action of hydrogen. Continue pumping with hydrogen until the 16 hydrogen atoms have been attached, and then a mixture of nine different stereoisomeric mints is obtained. Example II. The ether-like condensation products of m-cresol and acetone are processed as in Example 1. This gives 4-methyl-6-iisopropylphenol or a mixture of various ether isomeric 4-methyl-2-isopropylcyclohexanols. PL PL
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL9767B3 true PL9767B3 (en) | 1929-01-31 |
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