NO144703B - PROCEDURE FOR THE PREPARATION OF SALTS OF CARBON ACID MONOESTERS - Google Patents
PROCEDURE FOR THE PREPARATION OF SALTS OF CARBON ACID MONOESTERS Download PDFInfo
- Publication number
- NO144703B NO144703B NO754159A NO754159A NO144703B NO 144703 B NO144703 B NO 144703B NO 754159 A NO754159 A NO 754159A NO 754159 A NO754159 A NO 754159A NO 144703 B NO144703 B NO 144703B
- Authority
- NO
- Norway
- Prior art keywords
- salts
- preparation
- procedure
- acid monoesters
- carbon acid
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical class [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 title 1
- 239000002253 acid Substances 0.000 title 1
- 229910052799 carbon Inorganic materials 0.000 title 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 8
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 4
- 239000001569 carbon dioxide Substances 0.000 claims description 4
- 239000003513 alkali Substances 0.000 claims description 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 2
- -1 alkaline earth metal carbonate Chemical class 0.000 claims description 2
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000003934 aromatic aldehydes Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 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
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C68/00—Preparation of esters of carbonic or haloformic acids
- C07C68/04—Preparation of esters of carbonic or haloformic acids from carbon dioxide or inorganic carbonates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic Table
- C07F1/005—Compounds containing elements of Groups 1 or 11 of the Periodic Table without C-Metal linkages
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/003—Compounds containing elements of Groups 2 or 12 of the Periodic Table without C-Metal linkages
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/141—Feedstock
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Inorganic Fibers (AREA)
Description
Foreliggende oppfinnelse vedrører en fremgangsmåte for fremstilling av salter av monoestere av karbonsyre med den gene- The present invention relates to a method for producing salts of monoesters of carbonic acid with the gene-
relle formel real formula
hvori R betyr en metyl- eller allylrest, n betyr 1 eller 2 in which R means a methyl or allyl residue, n means 1 or 2
og Me betyr et alkali- eller jordalkalimetall, og det sær-egne ved fremgangsmåten i henhold til oppfinnelsen er at en tilsvarende alkohol omsettes med karbondioksyd og et alkali-henholdsvis jordalkalimetallkarbonat eller -oksyd. and Me means an alkali or alkaline earth metal, and the peculiarity of the method according to the invention is that a corresponding alcohol is reacted with carbon dioxide and an alkali-respectively alkaline earth metal carbonate or oxide.
Disse trekk ved oppfinnelsen fremgår av patentkravet. These features of the invention appear in the patent claim.
Behrendt har i Z. anorg, allg, Chem. 397, 237 osv. (1973) beskrevet fremstilling av monoalkylkarbonater fra et alkoholat med karbondioksyd. Det dreier seg ved den tidligere foreslåtte teknikk om en totrinnsprosess hvor man først må fremstille alkcholatet som så deretter kan omsettes med karbondioksydet. Ved den foreliggende oppfinnelse anvendes enklere og billigere reaksjonskomponenter i et eneste trinn. Behrendt has in Z. anorg, allg, Chem. 397, 237 etc. (1973) described the preparation of monoalkyl carbonates from an alcoholate with carbon dioxide. The previously proposed technique involves a two-stage process where the alkocholate must first be produced, which can then be reacted with the carbon dioxide. In the present invention, simpler and cheaper reaction components are used in a single step.
Reaksjonen foregår enkelt ved å bringe en strøm av CO^ til The reaction takes place simply by introducing a stream of CO^
å boble gjennom en oppløsning eller en suspensjon av det angjeldende karbonat eller oksyd i den angjeldende alkohol, foretrukket under omrøring. Trykket av CO^ kan variere mellom 0 og 100 atmosfærer, mens temperaturen holdes mellom frysepunkt-temperaturen og kokepunktet for alkoholen, foretrukket mellom 0 og 60°C. to bubble through a solution or a suspension of the relevant carbonate or oxide in the relevant alcohol, preferably with stirring. The pressure of CO^ can vary between 0 and 100 atmospheres, while the temperature is kept between the freezing point temperature and the boiling point of the alcohol, preferably between 0 and 60°C.
Det er også mulig å arbeide i nærvær av hvilket som helst løs-ningsmiddel bare dette'er in«rt overfor angjeldende reaksjon. It is also possible to work in the presence of any solvent as long as this is inert to the reaction in question.
Saltene av karbonsyre-monoesterne kan isoleres enten ved fil-trering, nvis ae er uoppløselige, eller utrenes mea ei pas-sende løsningsmiddel eller isoleres ved enkel avdamping av reaksjonsmediet. The salts of the carboxylic acid monoesters can be isolated either by filtration, if they are insoluble, or purified with a suitable solvent or isolated by simple evaporation of the reaction medium.
Saltene kan anvendes istedet for de tilsvarende alkoholater ved konsendsasjonsreaksjoner, f.eks. ved konsenderinger av aldehyder med aktivt hydrogenholdige molekyler, eller av estere med ureaderivater, eller også som katalysatorer ved dispro-posjoneringsreaksjoner med aromatiske aldehyder. The salts can be used instead of the corresponding alcoholates in condensation reactions, e.g. by condensations of aldehydes with active hydrogen-containing molecules, or of esters with urea derivatives, or also as catalysts in disproposition reactions with aromatic aldehydes.
I sammenlikning med alkoholatene fremviser de salter som oppnåes ved den foreliggende oppfinnelse, i de ovennevnte reak-sjoner, en mindre drastisk virkning slik at sidereaksjonene begrenses og det blir tale om mindre utgifter. In comparison with the alcoholates, the salts obtained by the present invention, in the above-mentioned reactions, exhibit a less drastic effect so that the side reactions are limited and there is less expense involved.
Oppfinnelsen vil fremgå klarere av de følgende utførelses-eksempler. The invention will appear more clearly from the following execution examples.
EKSEMPEL 1 EXAMPLE 1
10 g vannfritt I^CO^ oppslemmes i 100 ml vannfri metanol og en strøm av CC>2 i en mengde noe større enn den som absorberes bringes til å boble gjennom under kraftig omrøring ved 25°C. 10 g of anhydrous I^CO^ are slurried in 100 ml of anhydrous methanol and a stream of CC>2 in an amount somewhat greater than that absorbed is bubbled through with vigorous stirring at 25°C.
Reaksjonen er både eksotermisk og hurtig og fullføres i løpet av 30 minutter. Etter fullført absorpsjon samles en rest av KHCO^ på et filter og oppløsningen inndampes under vakuum. The reaction is both exothermic and rapid and is completed within 30 minutes. After complete absorption, a residue of KHCO^ is collected on a filter and the solution is evaporated under vacuum.
Det oppnåes 8,5 g urent KOCOOCH^ med sporinnhold av KHCO^. 8.5 g of impure KOCOOCH^ with trace amounts of KHCO^ are obtained.
EKSEMPEL 2 EXAMPLE 2
5,6 g CaO oppslemmes i 100 ml allylalkohol og omrøres ved 25°C under en strøm av CO^. Det foregår en reaksjon som både er eksotermisk og hurtig og er fullstendig i løpet av 35 minutter. Det voluminøse hvite bunnfall samles på et filter under et nitrogenteppe, vaskes med etyleter og tørkes under vakuum. Det oppnåes 20 g Ca(OCOOCH2CH = CH2)2. 5.6 g of CaO are suspended in 100 ml of allyl alcohol and stirred at 25°C under a stream of CO^. A reaction takes place which is both exothermic and rapid and is complete within 35 minutes. The voluminous white precipitate is collected on a filter under a blanket of nitrogen, washed with ethyl ether and dried under vacuum. 20 g of Ca(OCOOCH2CH = CH2)2 are obtained.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT30338/74A IT1026904B (en) | 1974-12-10 | 1974-12-10 | PROCEDURE FOR THE PREPARATION OF MONOESTER SALTS OF CARBONIC ACID |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO754159L NO754159L (en) | 1976-06-11 |
| NO144703B true NO144703B (en) | 1981-07-13 |
| NO144703C NO144703C (en) | 1981-10-21 |
Family
ID=11229564
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO754159A NO144703C (en) | 1974-12-10 | 1975-12-09 | PROCEDURE FOR THE PREPARATION OF SALTS OF CARBON ACID MONOESTERS. |
Country Status (18)
| Country | Link |
|---|---|
| JP (1) | JPS593982B2 (en) |
| AT (1) | AT343090B (en) |
| BE (1) | BE836385A (en) |
| CA (1) | CA1058204A (en) |
| CH (1) | CH620193A5 (en) |
| DE (1) | DE2555567C3 (en) |
| DK (1) | DK142749B (en) |
| ES (1) | ES443588A1 (en) |
| FR (1) | FR2294160A1 (en) |
| GB (1) | GB1523477A (en) |
| IE (1) | IE42376B1 (en) |
| IT (1) | IT1026904B (en) |
| LU (1) | LU73950A1 (en) |
| NL (1) | NL175520C (en) |
| NO (1) | NO144703C (en) |
| SE (1) | SE426390B (en) |
| SU (1) | SU656503A3 (en) |
| ZA (1) | ZA757614B (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4123446A (en) * | 1977-04-11 | 1978-10-31 | Allied Chemical Corporation | Synthesis of metal alkyl carbonates |
| US4217298A (en) * | 1977-09-05 | 1980-08-12 | Tokuyama Soda Kabushiki Kaisha | Process for preparing organic carbonates |
| DE2748718A1 (en) * | 1977-10-29 | 1979-05-03 | Bayer Ag | PROCESS FOR THE PRODUCTION OF DIALKYLCARBONATES |
| JPH0251684U (en) * | 1988-10-03 | 1990-04-12 | ||
| FR2669925B1 (en) * | 1990-11-30 | 1993-01-29 | Rhone Poulenc Chimie | PROCESS FOR THE PREPARATION OF POLYALKOXYLATED AROMATIC COMPOUNDS. |
-
1974
- 1974-12-10 IT IT30338/74A patent/IT1026904B/en active
-
1975
- 1975-12-04 ZA ZA757614A patent/ZA757614B/en unknown
- 1975-12-04 CA CA241,070A patent/CA1058204A/en not_active Expired
- 1975-12-08 LU LU73950A patent/LU73950A1/xx unknown
- 1975-12-08 GB GB50306/75A patent/GB1523477A/en not_active Expired
- 1975-12-08 FR FR7537463A patent/FR2294160A1/en active Granted
- 1975-12-08 CH CH1594275A patent/CH620193A5/en not_active IP Right Cessation
- 1975-12-08 BE BE162534A patent/BE836385A/en not_active IP Right Cessation
- 1975-12-09 NL NLAANVRAGE7514361,A patent/NL175520C/en not_active IP Right Cessation
- 1975-12-09 NO NO754159A patent/NO144703C/en unknown
- 1975-12-09 AT AT932875A patent/AT343090B/en not_active IP Right Cessation
- 1975-12-09 DK DK557375AA patent/DK142749B/en not_active IP Right Cessation
- 1975-12-09 SE SE7513876A patent/SE426390B/en unknown
- 1975-12-09 ES ES443588A patent/ES443588A1/en not_active Expired
- 1975-12-10 IE IE2690/75A patent/IE42376B1/en unknown
- 1975-12-10 JP JP50146467A patent/JPS593982B2/en not_active Expired
- 1975-12-10 SU SU752196662A patent/SU656503A3/en active
- 1975-12-10 DE DE2555567A patent/DE2555567C3/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| SE426390B (en) | 1983-01-17 |
| CH620193A5 (en) | 1980-11-14 |
| FR2294160B1 (en) | 1980-04-25 |
| IT1026904B (en) | 1978-10-20 |
| NL175520B (en) | 1984-06-18 |
| NO144703C (en) | 1981-10-21 |
| ES443588A1 (en) | 1977-05-01 |
| SU656503A3 (en) | 1979-04-05 |
| JPS5182214A (en) | 1976-07-19 |
| NO754159L (en) | 1976-06-11 |
| SE7513876L (en) | 1976-06-11 |
| ATA932875A (en) | 1977-09-15 |
| DE2555567B2 (en) | 1978-10-12 |
| DK142749B (en) | 1981-01-12 |
| BE836385A (en) | 1976-06-08 |
| CA1058204A (en) | 1979-07-10 |
| DE2555567C3 (en) | 1979-06-07 |
| AT343090B (en) | 1978-05-10 |
| IE42376L (en) | 1976-06-10 |
| GB1523477A (en) | 1978-08-31 |
| IE42376B1 (en) | 1980-07-30 |
| ZA757614B (en) | 1976-11-24 |
| JPS593982B2 (en) | 1984-01-27 |
| NL175520C (en) | 1984-11-16 |
| NL7514361A (en) | 1976-06-14 |
| DK557375A (en) | 1976-06-11 |
| DK142749C (en) | 1981-08-17 |
| DE2555567A1 (en) | 1976-06-16 |
| FR2294160A1 (en) | 1976-07-09 |
| LU73950A1 (en) | 1976-07-01 |
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