DE2521703A1 - Organische diester von 2,5-dihydroxy- 1,4-dioxanen und verfahren zu ihrer herstellung - Google Patents
Organische diester von 2,5-dihydroxy- 1,4-dioxanen und verfahren zu ihrer herstellungInfo
- Publication number
- DE2521703A1 DE2521703A1 DE19752521703 DE2521703A DE2521703A1 DE 2521703 A1 DE2521703 A1 DE 2521703A1 DE 19752521703 DE19752521703 DE 19752521703 DE 2521703 A DE2521703 A DE 2521703A DE 2521703 A1 DE2521703 A1 DE 2521703A1
- Authority
- DE
- Germany
- Prior art keywords
- alkyl
- general formula
- dioxanes
- dihydroxy
- reaction
- 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 7
- 238000004519 manufacturing process Methods 0.000 title description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 6
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- 150000005690 diesters Chemical class 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims description 2
- 150000001342 alkaline earth metals Chemical group 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 239000012442 inert solvent Substances 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims 1
- 125000004185 ester group Chemical group 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 239000002904 solvent Substances 0.000 description 5
- NTODSQZMFWVBFF-UHFFFAOYSA-N (5-acetyloxy-1,4-dioxan-2-yl) acetate Chemical compound CC(=O)OC1COC(OC(C)=O)CO1 NTODSQZMFWVBFF-UHFFFAOYSA-N 0.000 description 4
- 229960000583 acetic acid Drugs 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- -1 alkaline earth metal salt Chemical class 0.000 description 2
- 239000012362 glacial acetic acid Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- PRAJOOPKIIUZRM-UHFFFAOYSA-N 2,2-dichloro-1,4-dioxane Chemical compound ClC1(Cl)COCCO1 PRAJOOPKIIUZRM-UHFFFAOYSA-N 0.000 description 1
- UHZHZLIEBDGGME-UHFFFAOYSA-N 2,5-dichloro-1,4-dioxane Chemical compound ClC1COC(Cl)CO1 UHZHZLIEBDGGME-UHFFFAOYSA-N 0.000 description 1
- ATFVTAOSZBVGHC-UHFFFAOYSA-N Glycolaldehyde dimer Chemical class OC1COC(O)CO1 ATFVTAOSZBVGHC-UHFFFAOYSA-N 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000005553 drilling Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 238000010534 nucleophilic substitution reaction Methods 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/10—1,4-Dioxanes; Hydrogenated 1,4-dioxanes
- C07D319/12—1,4-Dioxanes; Hydrogenated 1,4-dioxanes not condensed with other rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2287274A IT1012481B (it) | 1974-05-17 | 1974-05-17 | Diesteri organici dei 2.5 diidros si 1.4 diossani e processo per la loro preparazione |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2521703A1 true DE2521703A1 (de) | 1975-11-20 |
Family
ID=11201393
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19752521703 Pending DE2521703A1 (de) | 1974-05-17 | 1975-05-15 | Organische diester von 2,5-dihydroxy- 1,4-dioxanen und verfahren zu ihrer herstellung |
Country Status (10)
| Country | Link |
|---|---|
| JP (1) | JPS51110578A (enExample) |
| BE (1) | BE829047A (enExample) |
| CA (1) | CA1057762A (enExample) |
| CH (1) | CH605904A5 (enExample) |
| DE (1) | DE2521703A1 (enExample) |
| FR (1) | FR2271224B1 (enExample) |
| GB (1) | GB1503794A (enExample) |
| IT (1) | IT1012481B (enExample) |
| LU (1) | LU72492A1 (enExample) |
| NL (1) | NL7505831A (enExample) |
-
1974
- 1974-05-17 IT IT2287274A patent/IT1012481B/it active
-
1975
- 1975-05-14 CH CH621575A patent/CH605904A5/xx not_active IP Right Cessation
- 1975-05-14 BE BE156325A patent/BE829047A/xx not_active IP Right Cessation
- 1975-05-15 DE DE19752521703 patent/DE2521703A1/de active Pending
- 1975-05-15 GB GB2073675A patent/GB1503794A/en not_active Expired
- 1975-05-16 CA CA227,118A patent/CA1057762A/en not_active Expired
- 1975-05-16 NL NL7505831A patent/NL7505831A/xx unknown
- 1975-05-16 FR FR7515525A patent/FR2271224B1/fr not_active Expired
- 1975-05-16 JP JP5749375A patent/JPS51110578A/ja active Granted
- 1975-05-16 LU LU72492A patent/LU72492A1/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR2271224B1 (enExample) | 1978-09-22 |
| CH605904A5 (enExample) | 1978-10-13 |
| JPS5337869B2 (enExample) | 1978-10-12 |
| IT1012481B (it) | 1977-03-10 |
| FR2271224A1 (enExample) | 1975-12-12 |
| CA1057762A (en) | 1979-07-03 |
| BE829047A (fr) | 1975-09-01 |
| GB1503794A (en) | 1978-03-15 |
| LU72492A1 (enExample) | 1975-08-28 |
| JPS51110578A (en) | 1976-09-30 |
| NL7505831A (nl) | 1975-11-19 |
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