DE193634C - - Google Patents
Info
- Publication number
- DE193634C DE193634C DENDAT193634D DE193634DA DE193634C DE 193634 C DE193634 C DE 193634C DE NDAT193634 D DENDAT193634 D DE NDAT193634D DE 193634D A DE193634D A DE 193634DA DE 193634 C DE193634 C DE 193634C
- Authority
- DE
- Germany
- Prior art keywords
- ether
- alcohol
- cyanohydrin
- solution
- dilute
- 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.)
- Active
Links
- 239000002253 acid Substances 0.000 claims description 4
- 229910001023 sodium amalgam Inorganic materials 0.000 claims description 4
- LTYRAPJYLUPLCI-UHFFFAOYSA-N 2-hydroxyacetonitrile Chemical class OCC#N LTYRAPJYLUPLCI-UHFFFAOYSA-N 0.000 claims description 3
- -1 aromatic ethanolamines Chemical class 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 150000007513 acids Chemical class 0.000 claims description 2
- 150000003934 aromatic aldehydes Chemical class 0.000 claims description 2
- 150000008365 aromatic ketones Chemical class 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 18
- IBGBGRVKPALMCQ-UHFFFAOYSA-N Protocatechuic aldehyde Chemical compound OC1=CC=C(C=O)C=C1O IBGBGRVKPALMCQ-UHFFFAOYSA-N 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- LELOWRISYMNNSU-UHFFFAOYSA-N Hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 description 5
- ULSIYEODSMZIPX-UHFFFAOYSA-N Phenylethanolamine Chemical compound NCC(O)C1=CC=CC=C1 ULSIYEODSMZIPX-UHFFFAOYSA-N 0.000 description 5
- 229960003371 protocatechualdehyde Drugs 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- NNICRUQPODTGRU-UHFFFAOYSA-N Mandelonitrile Chemical compound N#CC(O)C1=CC=CC=C1 NNICRUQPODTGRU-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 230000001264 neutralization Effects 0.000 description 3
- 229950006768 phenylethanolamine Drugs 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- MUBZPKHOEPUJKR-UHFFFAOYSA-L oxalate Chemical compound [O-]C(=O)C([O-])=O MUBZPKHOEPUJKR-UHFFFAOYSA-L 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- BHHGXPLMPWCGHP-UHFFFAOYSA-N 2-Phenethylamine Chemical compound NCCC1=CC=CC=C1 BHHGXPLMPWCGHP-UHFFFAOYSA-N 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K Iron(III) chloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- NNFCIKHAZHQZJG-UHFFFAOYSA-N Potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 239000012230 colorless oil Substances 0.000 description 1
- 230000000875 corresponding Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 230000001035 methylating Effects 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229940075930 picrate Drugs 0.000 description 1
- OXNIZHLAWKMVMX-UHFFFAOYSA-M picrate anion Chemical compound [O-]C1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-M 0.000 description 1
- 239000001184 potassium carbonate Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C215/22—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated
- C07C215/28—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
- C07C215/30—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings containing hydroxy groups and carbon atoms of six-membered aromatic rings bound to the same carbon atom of the carbon skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE193634C true DE193634C (fr) |
Family
ID=456849
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT193634D Active DE193634C (fr) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE193634C (fr) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006059903A1 (fr) * | 2004-12-02 | 2006-06-08 | Dsm Ip Assets B.V. | Composé hydroxyaromatique, procédé de synthèse dudit composé, et applications dudit composé |
| EP1698648A1 (fr) * | 2005-03-01 | 2006-09-06 | DSM IP Assets B.V. | Composé hydroxyaromatique, sa préparation et utilisation |
-
0
- DE DENDAT193634D patent/DE193634C/de active Active
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006059903A1 (fr) * | 2004-12-02 | 2006-06-08 | Dsm Ip Assets B.V. | Composé hydroxyaromatique, procédé de synthèse dudit composé, et applications dudit composé |
| US7678876B2 (en) | 2004-12-02 | 2010-03-16 | Dsm Ip Assets B.V. | Hydroxy-aromatic compound, process for the preparation thereof, and use of the compound |
| EP1698648A1 (fr) * | 2005-03-01 | 2006-09-06 | DSM IP Assets B.V. | Composé hydroxyaromatique, sa préparation et utilisation |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH354435A (de) | Verfahren zur Herstellung ungesättigter Carbonsäuren | |
| DE2536145A1 (de) | Verfahren zur herstellung von cyclopropanderivaten | |
| DE2207184A1 (de) | Verfahren zur reinigung von acrylsaeure | |
| DE193634C (fr) | ||
| DE1545792B2 (de) | Verfahren zur Herstellung von 4-Hydroxyplperidinen | |
| DE172447C (fr) | ||
| DE2708142C3 (de) | Verfahren zur Herstellung von substituierten Phenylacetonitrilen und neue Phenylacetonitrile | |
| DE141699C (fr) | ||
| DE1468624C3 (fr) | ||
| DE542253C (de) | Verfahren zur Herstellung von Aldehydbasen | |
| DE904532C (de) | Verfahren zur Herstellung von Piperidinverbindungen | |
| DE244321C (fr) | ||
| DE703899C (de) | Verfahren zum Dehydrieren von Imidazolinen | |
| DE1468344B2 (de) | Methylthio-chlor-zimtsaeuren und verfahren zu ihrer herstellung | |
| DE335993C (de) | Verfahren zur Herstellung von Hydantoinen | |
| DE731560C (de) | Verfahren zur Herstellung von basischen Saeureamiden | |
| DE422098C (de) | Verfahren zur Darstellung von Aminoketonen | |
| DE960722C (de) | Verfahren zur Herstellung von Serinen aus Glykokoll und Aldehyden | |
| DE1620536C (de) | Verfahren zur Herstellung von alpha Pyrrolidinoketonen und ihren Salzen | |
| DE170587C (fr) | ||
| DE364038C (de) | Verfahren zur Darstellung von ª‡-Dialkylaminoaethyl-ª‰-aracidyloxybuttersaeureestern | |
| DE662646C (de) | Verfahren zur Darstellung von Oxyzimtsaeuren | |
| DE716579C (de) | Verfahren zur Herstellung von Esteramiden der Mandelsaeure | |
| DE277540C (fr) | ||
| WO2005005375A1 (fr) | Procede pour produire des esters de l'acide 4-cyano-3-hydroxybutyrique |