BE674652A - - Google Patents
Info
- Publication number
- BE674652A BE674652A BE674652DA BE674652A BE 674652 A BE674652 A BE 674652A BE 674652D A BE674652D A BE 674652DA BE 674652 A BE674652 A BE 674652A
- Authority
- BE
- Belgium
- Prior art keywords
- emi
- parts
- dihydrofuran
- reaction
- weight
- Prior art date
Links
- JKTCBAGSMQIFNL-UHFFFAOYSA-N 2,3-dihydrofuran Chemical class C1CC=CO1 JKTCBAGSMQIFNL-UHFFFAOYSA-N 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 5
- 239000012442 inert solvent Substances 0.000 claims description 3
- 230000000737 periodic effect Effects 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 238000006317 isomerization reaction Methods 0.000 claims 1
- ARGCQEVBJHPOGB-UHFFFAOYSA-N 2,5-dihydrofuran Chemical compound C1OCC=C1 ARGCQEVBJHPOGB-UHFFFAOYSA-N 0.000 description 20
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 5
- 239000007795 chemical reaction product Substances 0.000 description 5
- 238000004508 fractional distillation Methods 0.000 description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 5
- 239000007858 starting material Substances 0.000 description 5
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000010425 asbestos Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 229910052895 riebeckite Inorganic materials 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 description 2
- 239000007868 Raney catalyst Substances 0.000 description 2
- 229910000564 Raney nickel Inorganic materials 0.000 description 2
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 2
- 150000002240 furans Chemical class 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910052763 palladium Inorganic materials 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- CMZLHZPVLJXGLB-UHFFFAOYSA-N 2,5,5-trimethyl-2h-furan Chemical compound CC1OC(C)(C)C=C1 CMZLHZPVLJXGLB-UHFFFAOYSA-N 0.000 description 1
- JKHBEWLCMFXCFW-UHFFFAOYSA-N 4,5-dimethyl-2,3-dihydrofuran Chemical compound CC1=C(C)OCC1 JKHBEWLCMFXCFW-UHFFFAOYSA-N 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- -1 benzene hydrocarbons Chemical class 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 125000004852 dihydrofuranyl group Chemical group O1C(CC=C1)* 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D307/28—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Furan Compounds (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB0080007 | 1965-01-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE674652A true BE674652A (cs) | 1966-06-30 |
Family
ID=6980543
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE674652D BE674652A (cs) | 1965-01-07 | 1965-12-31 |
Country Status (2)
| Country | Link |
|---|---|
| BE (1) | BE674652A (cs) |
| DE (1) | DE1248669B (cs) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1995004023A1 (de) * | 1993-07-31 | 1995-02-09 | Basf Aktiengesellschaft | Verfahren zur herstellung von 1,4-butandiol |
| WO1997042182A1 (en) * | 1996-05-03 | 1997-11-13 | Eastman Chemical Company | Continuous process for the conversion of 2,5-dihydrofuran to 2,3-dihydrofuran |
| CN114349616A (zh) * | 2022-01-10 | 2022-04-15 | 上海巽田科技股份有限公司 | 制备环丙烷甲醛的方法 |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2803987A1 (de) | 1978-01-30 | 1979-08-02 | Basf Ag | Verfahren zur herstellung von cyclischen alpha-beta-ungesaettigten aethern |
| FR2603036B1 (fr) * | 1986-08-22 | 1988-11-25 | Rhone Poulenc Agrochimie | Derives de 2,3-dihydrofuranne, leur procede de preparation, leur utilisation comme intermediaire pour la preparation de tetrahydrofuranne |
| US5254701A (en) * | 1991-05-20 | 1993-10-19 | Eastman Kodak Company | Process for the production of mixtures of 2-hydroxytetrahydrofuran and 4-hydroxybutanal |
| IN187234B (cs) * | 1995-01-31 | 2002-03-09 | Eastman Chem Co | |
| US5536851A (en) * | 1995-01-31 | 1996-07-16 | Eastman Chemical Company | Preparation of 2,3-dihydrofurans |
| US5670672A (en) * | 1995-01-31 | 1997-09-23 | Eastman Chemical Company | Process for the preparation of 2,3-dihydrofurans |
-
0
- DE DENDAT1248669D patent/DE1248669B/de active Pending
-
1965
- 1965-12-31 BE BE674652D patent/BE674652A/fr unknown
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1995004023A1 (de) * | 1993-07-31 | 1995-02-09 | Basf Aktiengesellschaft | Verfahren zur herstellung von 1,4-butandiol |
| WO1997042182A1 (en) * | 1996-05-03 | 1997-11-13 | Eastman Chemical Company | Continuous process for the conversion of 2,5-dihydrofuran to 2,3-dihydrofuran |
| CN1103767C (zh) * | 1996-05-03 | 2003-03-26 | 伊斯曼化学公司 | 2,5－二氢呋喃转化成2,3－二氢呋喃的连续法 |
| CN114349616A (zh) * | 2022-01-10 | 2022-04-15 | 上海巽田科技股份有限公司 | 制备环丙烷甲醛的方法 |
| CN114349616B (zh) * | 2022-01-10 | 2023-12-26 | 上海巽田科技股份有限公司 | 制备环丙烷甲醛的方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1248669B (de) | 1968-03-14 |
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