CH149697A - Process for the preparation of 6'-chloro-6-methylnaphthalene tetrahydride-1.2.3.4. - Google Patents
Process for the preparation of 6'-chloro-6-methylnaphthalene tetrahydride-1.2.3.4.Info
- Publication number
- CH149697A CH149697A CH149697DA CH149697A CH 149697 A CH149697 A CH 149697A CH 149697D A CH149697D A CH 149697DA CH 149697 A CH149697 A CH 149697A
- Authority
- CH
- Switzerland
- Prior art keywords
- tetrahydride
- methylnaphthalene
- chloro
- preparation
- hydrochloric acid
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 11
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 7
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 3
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 3
- 239000012230 colorless oil Substances 0.000 claims description 2
- QIMMUPPBPVKWKM-UHFFFAOYSA-N 2-methylnaphthalene Chemical group C1=CC=CC2=CC(C)=CC=C21 QIMMUPPBPVKWKM-UHFFFAOYSA-N 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 238000010792 warming Methods 0.000 claims 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 3
- 238000003756 stirring Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung von 6'-Chlor-6-inethylriaplitalintetraliydrid-1 . 2.3 .4. Nach der Erfindung erhält man 6'-Chlor- 6 -methylnaphtalintetrahydrid-1 . 2 . 3 . 4, wenn man 1.2.3.4-Tetrahydronaphtalin mit Formaldehyd und konzentrierter Chlor wasserstoffsäure behandelt. Um eine hin reichende Konzentration der Säure aufrecht zuerhalten, leitet man zweckmässig während der Reaktion, die unter Rühren und vorsich tigem Erwärmen verläuft, gasförmigen Chlorwasserstoff ein.
Das 6'-Chlor-6-methylnaphtalin-tetrahy- drid-1.2.3.4 bildet ein farbloses 01 vom KP = 139 - 141' unter 11 mm Druck; es soll als Zwischenprodukt in der Farbstoff und Riechstoffabrikation Verwendung fin den.
<I>Beispiel:</I> 792 Teile Tetralin werden in 75'0 Teile wässerige Formaldehydlösung (30%ig) und 3000 Teile konzentrierte Chlorwasserstoff säure eingetragen, worauf das Gemisch unter Rühren und Einleiten von Chlorwasserstoff auf 60 bis 65 erwärmt wird. Nach meh reren Stunden trennt man das 01 von der Salzsäure, wäscht es neutral, trocknet und destilliert im Vakuum. Man erhält 70? Teile 6'-Chlor-6-methylnaphtalintetrahydrid- 1. 2. 3. 4 vom KP. 139 - 141 unter 11 mm Druck. Für technisch,- Zwecke lässt sich selbstverständlich dis erhaltene Rohöl direkt verwenden.
Process for the preparation of 6'-chloro-6-ynethylriaplitalin tetralihydride-1. 2.3 .4. According to the invention, 6'-chloro-6-methylnaphthalene tetrahydride-1 is obtained. 2. 3. 4, when treating 1.2.3.4-tetrahydronaphthalene with formaldehyde and concentrated hydrochloric acid. In order to maintain a sufficient concentration of the acid, it is expedient to introduce gaseous hydrogen chloride during the reaction, which proceeds with stirring and careful heating.
The 6'-chloro-6-methylnaphthalene-tetrahydride-1.2.3.4 forms a colorless oil of KP = 139 - 141 'under 11 mm pressure; it is intended to be used as an intermediate in the manufacture of dyes and fragrances.
<I> Example: </I> 792 parts of tetralin are introduced into 75'0 parts of aqueous formaldehyde solution (30%) and 3000 parts of concentrated hydrochloric acid, whereupon the mixture is heated to 60 to 65 while stirring and passing in hydrogen chloride. After several hours, the oil is separated from the hydrochloric acid, washed neutral, dried and distilled in vacuo. You get 70? Parts of 6'-chloro-6-methylnaphthalene tetrahydride-1. 2. 3. 4 from KP. 139 - 141 under 11 mm pressure. For technical purposes, the obtained crude oil can of course be used directly.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE149697X | 1929-07-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH149697A true CH149697A (en) | 1931-09-30 |
Family
ID=5673483
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH149697D CH149697A (en) | 1929-07-29 | 1930-07-08 | Process for the preparation of 6'-chloro-6-methylnaphthalene tetrahydride-1.2.3.4. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH149697A (en) |
-
1930
- 1930-07-08 CH CH149697D patent/CH149697A/en unknown
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