SU372802A1 - - Google Patents
Info
- Publication number
- SU372802A1 SU372802A1 SU697593A SU697593A SU372802A1 SU 372802 A1 SU372802 A1 SU 372802A1 SU 697593 A SU697593 A SU 697593A SU 697593 A SU697593 A SU 697593A SU 372802 A1 SU372802 A1 SU 372802A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- peroxide
- cyclohexanone
- triperoxide
- solvent
- macrocyclic
- Prior art date
Links
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 15
- 238000000034 method Methods 0.000 description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- -1 16-hexadecyl lactone Chemical class 0.000 description 5
- 229930195733 hydrocarbon Natural products 0.000 description 5
- 150000002430 hydrocarbons Chemical class 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 150000003997 cyclic ketones Chemical class 0.000 description 4
- CGZZMOTZOONQIA-UHFFFAOYSA-N cycloheptanone Chemical compound O=C1CCCCCC1 CGZZMOTZOONQIA-UHFFFAOYSA-N 0.000 description 4
- OSOIQJGOYGSIMF-UHFFFAOYSA-N cyclopentadecanone Chemical compound O=C1CCCCCCCCCCCCCC1 OSOIQJGOYGSIMF-UHFFFAOYSA-N 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- 150000002678 macrocyclic compounds Chemical class 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000003153 chemical reaction reagent Substances 0.000 description 3
- DDTBPAQBQHZRDW-UHFFFAOYSA-N cyclododecane Chemical compound C1CCCCCCCCCCC1 DDTBPAQBQHZRDW-UHFFFAOYSA-N 0.000 description 3
- 150000002978 peroxides Chemical group 0.000 description 3
- 238000005979 thermal decomposition reaction Methods 0.000 description 3
- IUDIJIVSWGWJNV-UHFFFAOYSA-N 13-tridecanolide Chemical compound O=C1CCCCCCCCCCCCO1 IUDIJIVSWGWJNV-UHFFFAOYSA-N 0.000 description 2
- SXVPOSFURRDKBO-UHFFFAOYSA-N Cyclododecanone Chemical group O=C1CCCCCCCCCCC1 SXVPOSFURRDKBO-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000003708 ampul Substances 0.000 description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- LMGZGXSXHCMSAA-UHFFFAOYSA-N cyclodecane Chemical compound C1CCCCCCCCC1 LMGZGXSXHCMSAA-UHFFFAOYSA-N 0.000 description 2
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 description 2
- 150000002596 lactones Chemical class 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000003822 preparative gas chromatography Methods 0.000 description 2
- MVOSYKNQRRHGKX-UHFFFAOYSA-N 11-Undecanolactone Chemical compound O=C1CCCCCCCCCCO1 MVOSYKNQRRHGKX-UHFFFAOYSA-N 0.000 description 1
- LOKPJYNMYCVCRM-UHFFFAOYSA-N 16-Hexadecanolide Chemical compound O=C1CCCCCCCCCCCCCCCO1 LOKPJYNMYCVCRM-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 241000402754 Erythranthe moschata Species 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 125000004423 acyloxy group Chemical group 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000004103 aminoalkyl group Chemical group 0.000 description 1
- 125000005001 aminoaryl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000031709 bromination Effects 0.000 description 1
- 238000005893 bromination reaction Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 125000004181 carboxyalkyl group Chemical group 0.000 description 1
- 125000005026 carboxyaryl group Chemical group 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 150000001879 copper Chemical class 0.000 description 1
- SXOZDDAFVJANJP-UHFFFAOYSA-N cyclodecanone Chemical compound O=C1CCCCCCCCC1 SXOZDDAFVJANJP-UHFFFAOYSA-N 0.000 description 1
- COZWXTZNDSMXKZ-UHFFFAOYSA-N cyclodocosane Chemical compound C1CCCCCCCCCCCCCCCCCCCCC1 COZWXTZNDSMXKZ-UHFFFAOYSA-N 0.000 description 1
- 125000002243 cyclohexanonyl group Chemical group *C1(*)C(=O)C(*)(*)C(*)(*)C(*)(*)C1(*)* 0.000 description 1
- SRONXYPFSAKOGH-UHFFFAOYSA-N cyclopentadecane Chemical compound C1CCCCCCCCCCCCCC1 SRONXYPFSAKOGH-UHFFFAOYSA-N 0.000 description 1
- SOCTUWSJJQCPFX-UHFFFAOYSA-N dichromate(2-) Chemical compound [O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O SOCTUWSJJQCPFX-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- 125000005027 hydroxyaryl group Chemical group 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- XUFMTEMYSRKUBZ-UHFFFAOYSA-N oxacyclotetracosan-2-one Chemical compound C1(CCCCCCCCCCCCCCCCCCCCCCO1)=O XUFMTEMYSRKUBZ-UHFFFAOYSA-N 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 125000005429 oxyalkyl group Chemical group 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU372802A1 true SU372802A1 (2) |
Family
ID=
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Garnick et al. | Biomimetic transformations among monomeric macroline-related indole alkaloids | |
| Solladie-Cavallo et al. | Chiral (arene) tricarbonylchromium complexes: resolution of aldehydes | |
| Corey et al. | A study of the photochemical reactions of 2-cyclohexenones with substituted olefins | |
| EP0494665B1 (en) | A method for the production of 6,12-dihydro-6-hydroxy-cannabidiol and the use thereof for the production of transdelta-9-tetrahydrocannabinol | |
| Hayakawa et al. | Novel cyclopentenone synthesis via the iron carbonyl aided cyclocoupling between. alpha.,. alpha.'-dibromo ketones and enamines | |
| La Belle et al. | Synthesis of 11-oxatricyclo [5.3. 1.02, 6] undecane derivatives via organometallic cyclizations | |
| Meinwald et al. | Fused Small-Ring compounds. I. Synthesis of Some trans-Bicyclo [3.2. 0] heptanes and trans-Bicyclo [4.2. 0] octanes1 | |
| Disanayaka et al. | Application of the de Mayo reaction to the preparation of tricyclo [6.3. 0.02, 6] undecanes: a photochemical synthesis of (.+-.)-hirsutene | |
| Schultz et al. | Thiocarbonyl ylides. Photogeneration, rearrangement, and cycloaddition reactions | |
| SU372802A1 (2) | ||
| Nickon et al. | . beta.-Epimerization and. gamma.-hydrogen abstraction via homoenolate ions | |
| Miyashi et al. | The intramolecular nitrene type 1, 1-cycloaddition reaction of allyl-substituted diazomethanes | |
| Schulte‐Elte et al. | Macrocyclic Ring Closure of OH‐assisted Prins Reaction. A new and efficient synthesis of (R, S)‐muscone | |
| Weinstein et al. | Cycloaddition reactions of N-methyl-1, 2-dihydropyridine | |
| US3528898A (en) | Process for the preparation of macrocyclic compounds by photolytic decomposition of cyclic ketone peroxides | |
| Garst et al. | Steric and electronic effects of 1-substituted dienes in cycloaddition reactions with cycloheptatrienone | |
| Hiyama et al. | Cyclopentenone synthesis from 1, 1-dichloroallyllithium-ketone adducts as well as from dichlorocarbene-allyl alcohol adducts. | |
| Newman et al. | Synthesis of 8-hydroxy-and 11-hydroxy-7, 12-dimethylbenz [a] anthracenes. Tin (II) chloride mediated reductions | |
| Cason et al. | Isolation of the eleven-carbon acyclic isoprenoid acid from petroleum. Mass spectroscopy of its p-phthalimidophenacyl ester | |
| Takahashi et al. | A convenient synthesis of condensed cyclopentane system. Annelation by intramolecular 1, 3-dipolar addition of nitrones. | |
| Nalesnik et al. | Homogeneous catalytic cyclization and oxidation of diols | |
| Pitt et al. | Dewar furan. Its generation and trapping with isobenzofuran | |
| US3776926A (en) | Method for macrocyclic lactones | |
| Spencer et al. | Pyrolytic ring contraction of 2-acetoxy-2-methylcyclohexane-1, 3-diones | |
| Saito et al. | Photoinduced reactions. 140. A novel photochemical [3+ 2] cycloaddition of 3-cyano-5, 5-dimethyl-2-cyclohexenone to olefins |