SU167932A1 - METHOD OF OBTAINING AMBRIALANS ^:?: S; (LJ .., - -vr -'- i '^ - Google Patents
METHOD OF OBTAINING AMBRIALANS ^:?: S; (LJ .., - -vr -'- i '^Info
- Publication number
- SU167932A1 SU167932A1 SU862880A SU862880A SU167932A1 SU 167932 A1 SU167932 A1 SU 167932A1 SU 862880 A SU862880 A SU 862880A SU 862880 A SU862880 A SU 862880A SU 167932 A1 SU167932 A1 SU 167932A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- ambrialans
- obtaining
- mixture
- sclareol
- water
- Prior art date
Links
- XVULBTBTFGYVRC-HHUCQEJWSA-N (13R)-Labd-14-ene-8,13-diol Chemical compound CC1(C)CCC[C@]2(C)[C@@H](CC[C@](O)(C)C=C)[C@](C)(O)CC[C@H]21 XVULBTBTFGYVRC-HHUCQEJWSA-N 0.000 description 12
- 239000000203 mixture Substances 0.000 description 7
- 230000003647 oxidation Effects 0.000 description 7
- 238000007254 oxidation reaction Methods 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- BFWKKBSHTOEBHL-UHFFFAOYSA-N 2-(5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)acetaldehyde Chemical compound O=CCC1C(=C)CCC2C(C)(C)CCCC21C BFWKKBSHTOEBHL-UHFFFAOYSA-N 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N o-xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
- 239000008096 xylene Substances 0.000 description 4
- VYZAMTAEIAYCRO-UHFFFAOYSA-N chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 3
- 229910052804 chromium Inorganic materials 0.000 description 3
- 239000011651 chromium Substances 0.000 description 3
- 238000006297 dehydration reaction Methods 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- 238000004821 distillation Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 2
- 210000001161 Embryo, Mammalian Anatomy 0.000 description 1
- KIEOKOFEPABQKJ-UHFFFAOYSA-N Sodium dichromate Chemical compound [Na+].[Na+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O KIEOKOFEPABQKJ-UHFFFAOYSA-N 0.000 description 1
- 229940037003 alum Drugs 0.000 description 1
- 229920002892 amber Polymers 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- -1 ascanite Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 230000001264 neutralization Effects 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 230000001590 oxidative Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035943 smell Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Description
Амбриаль - ценное душистое вещество с запахом амбры - представл ет собой смесь, содержащую 70-757о 3-ме.тил-5-(И, 1, 10триметил-6- метилендекалил-5 )-пе11тен-2 - ал , 10-15% лактона 1, Г, б , 10-тетраметил-6оксидекалил-5-уксусной кислоты и 10-15% смеси органических кислот и углеводородов неизвестного строени .Ambrial, a valuable aromatic substance with an amber smell, is a mixture containing 70-757 about 3-me.til-5- (I, 1, 10-trimethyl-6-methylendecalyl-5) -met11-2-al, 10-15% lactone 1, g, b, 10-tetramethyl-6-oxydekalyl-5-acetic acid and 10-15% mixture of organic acids and hydrocarbons of unknown structure.
Сырьем дл производства амбриал служит склареол. Известен способ окислени склареола в толуольнол растворе хромовой смесью при 80-85° С с последующей пиролитической дистилл цией продукта окислени в вакууме. В результате происход щей при этом дегидратации образуетс и отгон етс амбриаль с выходом 55-58%.The raw material for the production of ambrial is sclareol. A known method for the oxidation of sclareol in toluene solution to a chromium mixture at 80-85 ° C, followed by pyrolytic distillation of the oxidation product in vacuum. As a result of the dehydration occurring during this process, ambrial is formed and distilled off in a yield of 55-58%.
Предлагаетс способ получени амбриал окислением склареола хромовой смесью в ксилольном растворе при температуре 95-100 С с последующей дегидратацией асканитом при кип чении. Выход продукта увеличиваетс до 75-78%, а также упрощаетс аппаратурное оформление процесса на стадии дистилл ции: отпадает необходимость применени охлаждаемых ловущек.A method is proposed for the preparation of the ambrial by the oxidation of sclareol with a chromium mixture in a xylene solution at a temperature of 95-100 ° C, followed by dehydration with ascanite during boiling. The yield of the product is increased to 75-78%, and the instrumentation of the process at the distillation stage is also simplified: there is no need to use cooled traps.
Приеме р. 103 г склареола (т. нл. 102- 103° С) раствор ют в 600 мл ксилола и 103 г уксусной кислоты. После растворени склареола добавл ют раствор 67 г двухромовокислого натри в 120 мл воды. Смесь подогревают до 95° Сив течение 30 мин приливают раствор 88 г концентрированной серной кислоты в 48 мл воды, поддерлсива температуру смеси в пределах 95-100° С, после чего реакционную массу выдерживают еще 30 мин при той же температуре. Ксилольпый раствор продуктов окиалени , полученный после отделени квасцов, промывают водой до полного удалени серной кислоты. Нейтральный раствор кип т т с водоотделителем дл удалени следовReception p. 103 g of sclareol (T. Nl. 102–103 ° C) are dissolved in 600 ml of xylene and 103 g of acetic acid. After dissolving sclareol, a solution of 67 g of sodium bichromate in 120 ml of water is added. The mixture is heated to 95 ° Civ. For 30 minutes, a solution of 88 g of concentrated sulfuric acid in 48 ml of water is poured, keeping the mixture temperature in the range of 95-100 ° C, after which the reaction mixture is kept for another 30 minutes at the same temperature. The xylene solution of the oxidation products, obtained after the separation of alum, is washed with water until complete removal of sulfuric acid. The neutral solution is boiled with a water trap to remove traces.
влаги, затем добавл ют 3 г асканита и кип т т с водоотделителем в течение часа: в процессе кип чени в присутствии катализатора - асканита происходит отщепление воды от продукта окислени . После полного отделени воды (около 5 мл) раствор охлаждают, фильтруют и перегон ют в вакууме. Получают 80 г амбриал с т. кип. 160-190° С (5мм). Выход продукта 77,5i%.moisture, then 3 g of ascanite is added and boiled with a water separator for an hour: in the process of boiling in the presence of a catalyst, ascanite, water is separated from the oxidation product. After complete separation of the water (about 5 ml), the solution is cooled, filtered and distilled in vacuo. Get 80 g of the embryo with t. Kip. 160-190 ° С (5mm). The product yield 77,5i%.
2020
Предмет изобретени Subject invention
Снособ получени амбриал путем окислени склареола хромовой смесью в присутствии растворител при нагревании и последующей дегидратации продукта окислени , отличающийс тем. что, с целью повышени вы.х.ода продукта и упрощени аппаратурного оформлени процесса, окисление ведут в ксилоле нри температуре 95-100° С, полученныйA method for producing ambrial by oxidizing sclareol with a chromium mixture in the presence of a solvent by heating and subsequent dehydration of the oxidation product, characterized in that. that, in order to increase the product vyh and simplify the instrumentation of the process, oxidation is carried out in xylene at a temperature of 95-100 ° C, obtained
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU167932A1 true SU167932A1 (en) |
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