PL126726B2 - Method for producing a new 6,10-dimethyl-1-undecene-4-ol - Google Patents
Method for producing a new 6,10-dimethyl-1-undecene-4-ol Download PDFInfo
- Publication number
- PL126726B2 PL126726B2 PL23415181A PL23415181A PL126726B2 PL 126726 B2 PL126726 B2 PL 126726B2 PL 23415181 A PL23415181 A PL 23415181A PL 23415181 A PL23415181 A PL 23415181A PL 126726 B2 PL126726 B2 PL 126726B2
- Authority
- PL
- Poland
- Prior art keywords
- dimethyl
- producing
- new
- undecene
- undecen
- Prior art date
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- MFHLNQRZDSWRCE-UHFFFAOYSA-N 6,10-dimethylundec-1-en-4-ol Chemical compound CC(CC(CC=C)O)CCCC(C)C MFHLNQRZDSWRCE-UHFFFAOYSA-N 0.000 title claims description 5
- 238000004519 manufacturing process Methods 0.000 title 1
- UCSIFMPORANABL-UHFFFAOYSA-N 3,7-dimethyloctanal Chemical compound CC(C)CCCC(C)CC=O UCSIFMPORANABL-UHFFFAOYSA-N 0.000 claims description 4
- 238000003747 Grignard reaction Methods 0.000 claims description 3
- 150000004820 halides Chemical class 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 15
- 150000001875 compounds Chemical class 0.000 description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical class [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- -1 sodium carbonate acid Chemical class 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Przedmiotem wynalazku jest sposób wytwarzania nowego 6,10-dimetylo-l-undecen-4-olu o wzorze przedstawionym na rysunku. Zwiazek ten jest alkoholem zapachowym, stosowanym jako skladnik kompozycji perfumeryjnych.Istota wynalazku polega na reakcji Grignarda halogenku allilomagnezowego z 3,7- dimetylooktanalem.Zwiazek chemiczny wytworzony sposobem wedlug wynalazku ma intensywny, przyjemny zapach kwiatowy z nuta rózana.Sposób wedlug wynalazku objasniony jest na przykladzie wytwarzania 6,10-dimetylo-l- undecen-4-olu.P r z y k l a d. Do 75 ml absolutnego eteru etylowego i 12,2 g (0,5 mola) wiórków magnezowych wkrapla sie, ciagle mieszajac, 60,5 g (0,5 mola) bromku allilu rozpuszczonego w 100 ml absolutnego eteru etylowego z szybkoscia pozwalajaca na utrzymanie lagodnego wrzenia mieszaniny. Po przereagowaniu magnezu dodaje sie 62,4 g (0,4 mola) 3,7-dimetylooktanalu rozpuszczonego w 50 ml eteru absolutnego. Po 2 godzinach mieszania do kolby reakcyjnej dodaje sie nasycony roztwór chlorku amonu, po czym oddziela warstwe eterowa, a wodna ekstrahuje dwukrotnie eterem etylowym, Polaczone roztwory eterowe przemywa sie nasyconym roztworem kwasnego weglanu sodu i chlorku sodu, suszy bezwodnym siarczanem magnezu, filtruje, a nastepnie poddaje destylacji prózniowej po uprzednim odpedzeniu rozpuszczalnika. Otrzymuje sie 64,1 g (81% wydaj¬ nosci teoretycznej) 6,10-dimetylo-l-undecen-4-olu. Na podstawie magnetycznego rezonansu jad¬ rowego, wlasnosci fizycznych i spektralnych zwiazek ten mozna identyfikowac wedlug danych zawartych w ponizej podanej tabeli.2 126726 Temperatura wrzenia °C/Pa r,20 n d NMR [6, ppm] IR [cm"'] 85-86/133 1,14495 1,15 (d, J=6H2, 6H, (CH3)2CH—) 3450(s) 1,17 (d, J=6H2, 3H, —CH(CH3)—) 3100(m) 2,23 (s, 1H,—OH) ~ 1370(m) 3,19 (m, JH,—CH(OH)—) 1020(s) 5,19-5,46 (m,2H,—CH=CH2) 1645(m) 5,8-6,31 (m,lH—CH=CH2) Zastrzezenie patentowe Sposób wytwarzania nowego 6,10-dimetylo-l-undecen-4-olu o wzorze przedstawionym na rysunku, znamienny tym, ze 3,7-dimetylooktanal poddaje sie reakcji Grignarda z halogenkiem allilomagnezowym.Pracowni* Poligraficzna UP PRL. Naklad 100 egz.Cena 100 zl PL
Claims (1)
1. Zastrzezenie patentowe Sposób wytwarzania nowego 6,10-dimetylo-l-undecen-4-olu o wzorze przedstawionym na rysunku, znamienny tym, ze 3,7-dimetylooktanal poddaje sie reakcji Grignarda z halogenkiem allilomagnezowym. Pracowni* Poligraficzna UP PRL. Naklad 100 egz. Cena 100 zl PL
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL23415181A PL126726B2 (en) | 1981-12-09 | 1981-12-09 | Method for producing a new 6,10-dimethyl-1-undecene-4-ol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL23415181A PL126726B2 (en) | 1981-12-09 | 1981-12-09 | Method for producing a new 6,10-dimethyl-1-undecene-4-ol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL234151A2 PL234151A2 (pl) | 1982-10-25 |
| PL126726B2 true PL126726B2 (en) | 1983-08-31 |
Family
ID=20010804
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL23415181A PL126726B2 (en) | 1981-12-09 | 1981-12-09 | Method for producing a new 6,10-dimethyl-1-undecene-4-ol |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL126726B2 (pl) |
-
1981
- 1981-12-09 PL PL23415181A patent/PL126726B2/pl unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL234151A2 (pl) | 1982-10-25 |
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