NO803562L - Fremgangsmaate for syntese av karbonylforbindelser - Google Patents
Fremgangsmaate for syntese av karbonylforbindelserInfo
- Publication number
- NO803562L NO803562L NO803562A NO803562A NO803562L NO 803562 L NO803562 L NO 803562L NO 803562 A NO803562 A NO 803562A NO 803562 A NO803562 A NO 803562A NO 803562 L NO803562 L NO 803562L
- Authority
- NO
- Norway
- Prior art keywords
- stated
- peroxide
- methyl
- compound
- carbonyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 18
- 150000001728 carbonyl compounds Chemical class 0.000 title claims description 15
- 238000003786 synthesis reaction Methods 0.000 title description 3
- 230000015572 biosynthetic process Effects 0.000 title description 2
- HNVRRHSXBLFLIG-UHFFFAOYSA-N 3-hydroxy-3-methylbut-1-ene Chemical compound CC(C)(O)C=C HNVRRHSXBLFLIG-UHFFFAOYSA-N 0.000 claims description 54
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 43
- BZAZNULYLRVMSW-UHFFFAOYSA-N 2-Methyl-2-buten-3-ol Natural products CC(C)=C(C)O BZAZNULYLRVMSW-UHFFFAOYSA-N 0.000 claims description 27
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 claims description 22
- 150000001875 compounds Chemical class 0.000 claims description 19
- 150000002978 peroxides Chemical class 0.000 claims description 12
- 125000000524 functional group Chemical group 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 8
- BDKJAPPUGXLAHC-UHFFFAOYSA-N 6-hydroxy-6-methylheptan-2-one Chemical class CC(=O)CCCC(C)(C)O BDKJAPPUGXLAHC-UHFFFAOYSA-N 0.000 claims description 6
- -1 hydroxylinalbl Chemical compound 0.000 claims description 6
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 5
- ZQMIGQNCOMNODD-UHFFFAOYSA-N diacetyl peroxide Chemical compound CC(=O)OOC(C)=O ZQMIGQNCOMNODD-UHFFFAOYSA-N 0.000 claims description 4
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 claims description 4
- ZZKVKKJYPYTFHL-UHFFFAOYSA-N 3-ethoxy-3-methylbut-1-ene Chemical compound CCOC(C)(C)C=C ZZKVKKJYPYTFHL-UHFFFAOYSA-N 0.000 claims description 3
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 2
- 150000001299 aldehydes Chemical class 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Chemical group C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 2
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims 3
- ZJVWGOLNVKJRDF-UHFFFAOYSA-N 2-methylbut-3-en-2-yl acetate Chemical compound CC(=O)OC(C)(C)C=C ZJVWGOLNVKJRDF-UHFFFAOYSA-N 0.000 claims 2
- BOBGBONEXUVEAQ-UHFFFAOYSA-N (2-methyl-6-oxoheptan-2-yl) benzoate Chemical compound C(C1=CC=CC=C1)(=O)OC(CCCC(C)=O)(C)C BOBGBONEXUVEAQ-UHFFFAOYSA-N 0.000 claims 1
- YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 claims 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- 125000002723 alicyclic group Chemical group 0.000 claims 1
- 150000008365 aromatic ketones Chemical class 0.000 claims 1
- FPXFMRRAVFDHMN-UHFFFAOYSA-N carboxy hydrogen carbonate;cyclohexylperoxycyclohexane Chemical compound OC(=O)OC(O)=O.C1CCCCC1OOC1CCCCC1 FPXFMRRAVFDHMN-UHFFFAOYSA-N 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 24
- 239000000047 product Substances 0.000 description 8
- 238000003756 stirring Methods 0.000 description 4
- NRPYXKQIFQXMQZ-UHFFFAOYSA-N 2-methylbut-3-en-2-yl benzoate Chemical compound C=CC(C)(C)OC(=O)C1=CC=CC=C1 NRPYXKQIFQXMQZ-UHFFFAOYSA-N 0.000 description 3
- 229910001220 stainless steel Inorganic materials 0.000 description 3
- 239000010935 stainless steel Substances 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 238000007342 radical addition reaction Methods 0.000 description 2
- HLCSDJLATUNSSI-JXMROGBWSA-N (2e)-3,7-dimethylocta-2,6-dienenitrile Chemical compound CC(C)=CCC\C(C)=C\C#N HLCSDJLATUNSSI-JXMROGBWSA-N 0.000 description 1
- WTWGQWLNUNSMGM-UHFFFAOYSA-N 8-hydroxy-3,7-dimethylocta-2,6-dienal Chemical compound OCC(C)=CCCC(C)=CC=O WTWGQWLNUNSMGM-UHFFFAOYSA-N 0.000 description 1
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 229940043350 citral Drugs 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 description 1
- WPFVBOQKRVRMJB-UHFFFAOYSA-N hydroxycitronellal Chemical compound O=CCC(C)CCCC(C)(C)O WPFVBOQKRVRMJB-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229930002839 ionone Natural products 0.000 description 1
- 150000002499 ionone derivatives Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000010079 rubber tapping Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/69—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by addition to carbon-to-carbon double or triple bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/04—Saturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/17—Saturated compounds containing keto groups bound to acyclic carbon atoms containing hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/04—Saturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/175—Saturated compounds containing keto groups bound to acyclic carbon atoms containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
- C07C69/78—Benzoic acid esters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT27688/79A IT1126417B (it) | 1979-11-29 | 1979-11-29 | Procedimento per la preparazione di composti carbonilici contenenti almeno un gruppo funzionale oltre al carbonilico,e composti cosi' ottenuti |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO803562L true NO803562L (no) | 1981-06-01 |
Family
ID=11222133
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO803562A NO803562L (no) | 1979-11-29 | 1980-11-26 | Fremgangsmaate for syntese av karbonylforbindelser |
| NO812314A NO812314L (no) | 1979-11-29 | 1981-07-07 | 6-metylheptan-6-ol-2-on og eter- og esterderivater derav ved hydroksylgruppen |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO812314A NO812314L (no) | 1979-11-29 | 1981-07-07 | 6-metylheptan-6-ol-2-on og eter- og esterderivater derav ved hydroksylgruppen |
Country Status (11)
| Country | Link |
|---|---|
| BE (1) | BE886411A (fr) |
| DE (1) | DE3044927A1 (fr) |
| DK (1) | DK473980A (fr) |
| FR (1) | FR2473505A1 (fr) |
| GB (1) | GB2063877B (fr) |
| IE (1) | IE50540B1 (fr) |
| IT (1) | IT1126417B (fr) |
| LU (1) | LU82959A1 (fr) |
| NL (1) | NL8006467A (fr) |
| NO (2) | NO803562L (fr) |
| SE (1) | SE8008191L (fr) |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3156714A (en) * | 1962-05-31 | 1964-11-10 | Hoffmann La Roche | Syntheses of spirilloxanthin and intermediates |
| ZA731683B (en) * | 1972-04-21 | 1973-12-19 | Hoffmann La Roche | Phenyl derivatives |
| US3957730A (en) * | 1973-10-17 | 1976-05-18 | Basf Aktiengesellschaft | Recovery of pure 2-methyl-2-hydroxy-heptanone-6 |
| IT1078799B (it) * | 1976-09-16 | 1985-05-08 | Snam Progetti | Procedimento per la preparazione di composti carbonilici contenenti almeno un gruppo funzionale oltre al carbonilico |
| IT1087514B (it) * | 1977-09-14 | 1985-06-04 | Snam Progetti | Procedimento per la preparazione di composti carbonilici |
-
1979
- 1979-11-29 IT IT27688/79A patent/IT1126417B/it active
-
1980
- 1980-11-07 DK DK473980A patent/DK473980A/da not_active Application Discontinuation
- 1980-11-10 IE IE2327/80A patent/IE50540B1/en unknown
- 1980-11-12 GB GB8036309A patent/GB2063877B/en not_active Expired
- 1980-11-21 SE SE8008191A patent/SE8008191L/ not_active Application Discontinuation
- 1980-11-26 NO NO803562A patent/NO803562L/no unknown
- 1980-11-26 LU LU82959A patent/LU82959A1/fr unknown
- 1980-11-27 NL NL8006467A patent/NL8006467A/nl not_active Application Discontinuation
- 1980-11-27 FR FR8025207A patent/FR2473505A1/fr active Granted
- 1980-11-28 BE BE0/202982A patent/BE886411A/fr not_active IP Right Cessation
- 1980-11-28 DE DE19803044927 patent/DE3044927A1/de not_active Ceased
-
1981
- 1981-07-07 NO NO812314A patent/NO812314L/no unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR2473505B1 (fr) | 1984-10-12 |
| BE886411A (fr) | 1981-06-01 |
| GB2063877B (en) | 1984-06-27 |
| LU82959A1 (fr) | 1981-06-04 |
| NL8006467A (nl) | 1981-07-01 |
| DE3044927A1 (de) | 1981-09-17 |
| SE8008191L (sv) | 1981-05-30 |
| IT1126417B (it) | 1986-05-21 |
| IE50540B1 (en) | 1986-05-14 |
| IE802327L (en) | 1981-05-29 |
| IT7927688A0 (it) | 1979-11-29 |
| FR2473505A1 (fr) | 1981-07-17 |
| DK473980A (da) | 1981-05-30 |
| GB2063877A (en) | 1981-06-10 |
| NO812314L (no) | 1981-06-01 |
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