CH455753A - Process for the preparation of cyclic monooxymethyl compounds by oxo synthesis - Google Patents
Process for the preparation of cyclic monooxymethyl compounds by oxo synthesisInfo
- Publication number
- CH455753A CH455753A CH1135463A CH1135463A CH455753A CH 455753 A CH455753 A CH 455753A CH 1135463 A CH1135463 A CH 1135463A CH 1135463 A CH1135463 A CH 1135463A CH 455753 A CH455753 A CH 455753A
- Authority
- CH
- Switzerland
- Prior art keywords
- monooxymethyl
- cyclic
- compounds
- preparation
- ester
- Prior art date
Links
- -1 cyclic monooxymethyl compounds Chemical class 0.000 title abstract 2
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 238000002360 preparation method Methods 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 3
- 150000001925 cycloalkenes Chemical class 0.000 abstract 3
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 abstract 2
- 229910002091 carbon monoxide Inorganic materials 0.000 abstract 2
- 150000001869 cobalt compounds Chemical class 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/16—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxo-reaction combined with reduction
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
- C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
Hydroxymethylcycloalkanes are prepared by heating a cycloalkene with carbon monoxide and hydrogen under pressure in the presence of a cobalt compound using an alcohol or ester as solvent, e.g. ethanol, butanol, or an ethyl or butyl ester. Preferably the cycloakane has from 5 to 12 carbon atoms in the ring and the action is carried out at a temperature of between 125-170 DEG C., and at a gauge pressure of between 50 and 300 atmospheres. The cobalt compound may be dissolved in the alcohol ester and heated under pressure with carbon monoxide and hydrogen before the cycloalkene is introduced. Examples show the production of hydroxy-methycyclo-pentane, -hexane, -octane, -do-decane from the corresponding cycloalkenes.
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1135463A CH455753A (en) | 1963-09-13 | 1963-09-13 | Process for the preparation of cyclic monooxymethyl compounds by oxo synthesis |
| DK351964AA DK104886C (en) | 1963-09-13 | 1964-07-15 | Process for the preparation of saturated cyclic monohydroxymethyl compounds by oxosynthesis. |
| FR984873A FR1404182A (en) | 1963-09-13 | 1964-08-11 | Process for obtaining cyclic monooxymethyl compounds by oxo-synthesis |
| BE652299D BE652299A (en) | 1963-09-13 | 1964-08-26 | |
| GB35954/64A GB1070246A (en) | 1963-09-13 | 1964-09-02 | Process for the production of cycloalkane derivatives |
| NL6410310A NL6410310A (en) | 1963-09-13 | 1964-09-04 | |
| ES303990A ES303990A1 (en) | 1963-09-13 | 1964-09-12 | Procedure for the preparation of monooximethical compounds cyclic (Machine-translation by Google Translate, not legally binding) |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1135463A CH455753A (en) | 1963-09-13 | 1963-09-13 | Process for the preparation of cyclic monooxymethyl compounds by oxo synthesis |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH455753A true CH455753A (en) | 1968-05-15 |
Family
ID=4372676
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH1135463A CH455753A (en) | 1963-09-13 | 1963-09-13 | Process for the preparation of cyclic monooxymethyl compounds by oxo synthesis |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE652299A (en) |
| CH (1) | CH455753A (en) |
| DK (1) | DK104886C (en) |
| ES (1) | ES303990A1 (en) |
| GB (1) | GB1070246A (en) |
| NL (1) | NL6410310A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2219157C1 (en) * | 2002-06-17 | 2003-12-20 | ГУ Институт нефтехимии и катализа АН РБ и УНЦ РАН | Method of preparing 1-methyl-3-alkylcyclopentane-1-ols |
-
1963
- 1963-09-13 CH CH1135463A patent/CH455753A/en unknown
-
1964
- 1964-07-15 DK DK351964AA patent/DK104886C/en active
- 1964-08-26 BE BE652299D patent/BE652299A/xx unknown
- 1964-09-02 GB GB35954/64A patent/GB1070246A/en not_active Expired
- 1964-09-04 NL NL6410310A patent/NL6410310A/ unknown
- 1964-09-12 ES ES303990A patent/ES303990A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE652299A (en) | 1964-12-16 |
| ES303990A1 (en) | 1964-11-01 |
| GB1070246A (en) | 1967-06-01 |
| DK104886C (en) | 1966-07-18 |
| NL6410310A (en) | 1965-03-15 |
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