DE1910474A1 - Verfahren zur Herstellung von Alk-2-enonen - Google Patents
Verfahren zur Herstellung von Alk-2-enonenInfo
- Publication number
- DE1910474A1 DE1910474A1 DE19691910474 DE1910474A DE1910474A1 DE 1910474 A1 DE1910474 A1 DE 1910474A1 DE 19691910474 DE19691910474 DE 19691910474 DE 1910474 A DE1910474 A DE 1910474A DE 1910474 A1 DE1910474 A1 DE 1910474A1
- Authority
- DE
- Germany
- Prior art keywords
- enones
- alk
- isomerization
- palladium
- hydrogen
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 9
- 238000002360 preparation method Methods 0.000 title description 2
- 238000006317 isomerization reaction Methods 0.000 claims description 12
- 239000003054 catalyst Substances 0.000 claims description 11
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 6
- 229910052751 metal Inorganic materials 0.000 claims description 4
- 239000002184 metal Substances 0.000 claims description 4
- 229910052763 palladium Inorganic materials 0.000 claims description 3
- 230000003197 catalytic effect Effects 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 230000000737 periodic effect Effects 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims 1
- -1 palladium (II) compound Chemical class 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000005984 hydrogenation reaction Methods 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- UHEPJGULSIKKTP-UHFFFAOYSA-N sulcatone Chemical compound CC(C)=CCCC(C)=O UHEPJGULSIKKTP-UHFFFAOYSA-N 0.000 description 2
- 238000010626 work up procedure Methods 0.000 description 2
- FMCHGBFGIKQNCT-UHFFFAOYSA-N 6-methylhept-6-en-2-one Chemical compound CC(=C)CCCC(C)=O FMCHGBFGIKQNCT-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- FPXPWFLCGOFSTQ-UHFFFAOYSA-N oct-6-en-2-one Chemical compound CC=CCCCC(C)=O FPXPWFLCGOFSTQ-UHFFFAOYSA-N 0.000 description 1
- 125000004043 oxo group Chemical group O=* 0.000 description 1
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000010457 zeolite Substances 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19691910474 DE1910474A1 (de) | 1969-03-01 | 1969-03-01 | Verfahren zur Herstellung von Alk-2-enonen |
| CH233170A CH518898A (de) | 1969-03-01 | 1970-02-18 | Verfahren zur Herstellung von Alk-2-enonen |
| NL7002528A NL7002528A (enrdf_load_stackoverflow) | 1969-03-01 | 1970-02-23 | |
| GB1290785D GB1290785A (enrdf_load_stackoverflow) | 1969-03-01 | 1970-02-27 | |
| BE746626D BE746626A (fr) | 1969-03-01 | 1970-02-27 | Procede de preparation de 2-alcenones |
| FR7007199A FR2031335A5 (enrdf_load_stackoverflow) | 1969-03-01 | 1970-02-27 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19691910474 DE1910474A1 (de) | 1969-03-01 | 1969-03-01 | Verfahren zur Herstellung von Alk-2-enonen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1910474A1 true DE1910474A1 (de) | 1970-09-17 |
Family
ID=5726808
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19691910474 Pending DE1910474A1 (de) | 1969-03-01 | 1969-03-01 | Verfahren zur Herstellung von Alk-2-enonen |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE746626A (enrdf_load_stackoverflow) |
| CH (1) | CH518898A (enrdf_load_stackoverflow) |
| DE (1) | DE1910474A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2031335A5 (enrdf_load_stackoverflow) |
| GB (1) | GB1290785A (enrdf_load_stackoverflow) |
| NL (1) | NL7002528A (enrdf_load_stackoverflow) |
-
1969
- 1969-03-01 DE DE19691910474 patent/DE1910474A1/de active Pending
-
1970
- 1970-02-18 CH CH233170A patent/CH518898A/de not_active IP Right Cessation
- 1970-02-23 NL NL7002528A patent/NL7002528A/xx unknown
- 1970-02-27 GB GB1290785D patent/GB1290785A/en not_active Expired
- 1970-02-27 BE BE746626D patent/BE746626A/xx unknown
- 1970-02-27 FR FR7007199A patent/FR2031335A5/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE746626A (fr) | 1970-08-27 |
| FR2031335A5 (enrdf_load_stackoverflow) | 1970-11-13 |
| NL7002528A (enrdf_load_stackoverflow) | 1970-09-03 |
| CH518898A (de) | 1972-02-15 |
| GB1290785A (enrdf_load_stackoverflow) | 1972-09-27 |
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