CH143271A - Process for the preparation of a halogen naphthalene ketone. - Google Patents
Process for the preparation of a halogen naphthalene ketone.Info
- Publication number
- CH143271A CH143271A CH143271DA CH143271A CH 143271 A CH143271 A CH 143271A CH 143271D A CH143271D A CH 143271DA CH 143271 A CH143271 A CH 143271A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- dichloro
- benzoyl
- condensation
- halogen
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 6
- 238000002360 preparation method Methods 0.000 title claims description 4
- -1 halogen naphthalene ketone Chemical class 0.000 title description 3
- 229910052736 halogen Inorganic materials 0.000 title description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 title description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 4
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 claims description 3
- 238000002844 melting Methods 0.000 claims description 3
- 230000008018 melting Effects 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- OKBUJBSALKCEOD-UHFFFAOYSA-N (4,8-dichloronaphthalen-1-yl)-phenylmethanone Chemical compound ClC1=CC=C(C2=C(C=CC=C12)Cl)C(C1=CC=CC=C1)=O OKBUJBSALKCEOD-UHFFFAOYSA-N 0.000 claims description 2
- 229960000583 acetic acid Drugs 0.000 claims description 2
- 239000012362 glacial acetic acid Substances 0.000 claims description 2
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 claims 3
- 238000009833 condensation Methods 0.000 claims 2
- 230000005494 condensation Effects 0.000 claims 2
- ZBQZXTBAGBTUAD-UHFFFAOYSA-N 1,5-dichloronaphthalene Chemical compound C1=CC=C2C(Cl)=CC=CC2=C1Cl ZBQZXTBAGBTUAD-UHFFFAOYSA-N 0.000 description 1
- QGJOPFRUJISHPQ-NJFSPNSNSA-N carbon disulfide-14c Chemical compound S=[14C]=S QGJOPFRUJISHPQ-NJFSPNSNSA-N 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung eines Halogennaphtalinketons. Gegenstand vorliegenden Patentes ist ein Verfahren zur Darstellung von 1,5-Dichlor- 8-benzoyl-naphtalin, dadurch gekennzeichnet, dass man 1,5-Dichlor-naplitalin mit Benzoyl- chlorid bei Anwesenheit von Aluminium chlorid kondensiert.
1,5-Dichlor-8-berizoylnaphtaliri kristalli siert aus Eisessig in farblosen, glänzenden Prismen vom Schmelzpunkt 112' C.
<I>Beispiel:</I> 50 Gewichtsteile 1,5-Dichlornaphtalin wer den mit 350 Cxewichtsteilen Schwefelkohlen- stoff, 38 Gewichtsteilen Benzoylchlorid und 70 Gewichtsteilen Aluminiumchlorid während ungefähr 15 Stunden auf dem Wasserbade unter Rückfluss gerührt.
Das durch Zersetzen mit Wasser, Aus waschen und Trocknen erhaltene feste Roh keton kann zur Reinigung im 'Vakuum bei etwa 270-2750, 15 mm destilliert werden. Aus Sprit kristallisiert das so erhaltene 8 Benzoyl-1,5-dichlornaphtalin in farblosen, glänzenden Prismen vom Schmelzpunkt 112o. Ausbeute 85 %.
Process for the preparation of a halogen naphthalene ketone. The present patent relates to a process for the preparation of 1,5-dichloro-8-benzoyl-naphthalene, characterized in that 1,5-dichloro-naplitaline is condensed with benzoyl chloride in the presence of aluminum chloride.
1,5-dichloro-8-berizoylnaphtaliri crystallizes from glacial acetic acid in colorless, shiny prisms with a melting point of 112 ° C.
<I> Example: </I> 50 parts by weight of 1,5-dichloronaphthalene are stirred with 350 parts by weight of carbon disulfide, 38 parts by weight of benzoyl chloride and 70 parts by weight of aluminum chloride on the water bath under reflux for about 15 hours.
The solid crude ketone obtained by decomposition with water, washing off and drying can be distilled for cleaning in a vacuum at about 270-2750, 15 mm. The 8 benzoyl-1,5-dichloronaphthalene obtained in this way crystallizes from fuel in colorless, shiny prisms with a melting point of 112o. Yield 85%.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE143271X | 1927-11-26 | ||
| CH141524T | 1930-08-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH143271A true CH143271A (en) | 1930-10-31 |
Family
ID=25713773
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH143271D CH143271A (en) | 1927-11-26 | 1928-11-24 | Process for the preparation of a halogen naphthalene ketone. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH143271A (en) |
-
1928
- 1928-11-24 CH CH143271D patent/CH143271A/en unknown
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