4-(Phenylmethoxy)-1H-indol
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- CAS-Nr.
- 20289-26-3
- Bezeichnung:
- 4-(Phenylmethoxy)-1H-indol
- Englisch Name:
- 4-Benzyloxyindole
- Synonyma:
- NSC 92539;4-BENZYLOXYINDOLE;4-BENZYLOXYLINDOLE;4-Benzyloxyindole>4-BENZYLOXYINDOLE 98%;4-BENZYLOXY-1H-INDOLE;4-Benzyloxyindole,99%;4-Benzyloxyindole ,98%;4-(phenylmethoxy)-1h-indole;4-(Benzyloxy)-1H-indole 98%
- CBNumber:
- CB4319405
- Summenformel:
- C15H13NO
- Molgewicht:
- 223.27
- MOL-Datei:
- 20289-26-3.mol
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4-(Phenylmethoxy)-1H-indol Eigenschaften
- Schmelzpunkt:
- 57-61 °C (lit.)
- Siedepunkt:
- 364.56°C (rough estimate)
- Dichte
- 1.0707 (rough estimate)
- Brechungsindex
- 1.5500 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- L?slichkeit
- Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
- Aggregatzustand
- Solid
- pka
- 17.17±0.30(Predicted)
- Farbe
- Beige to Brown
- BRN
- 183150
- InChI
- InChI=1S/C15H13NO/c1-2-5-12(6-3-1)11-17-15-8-4-7-14-13(15)9-10-16-14/h1-10,16H,11H2
- InChIKey
- LJFVSIDBFJPKLD-UHFFFAOYSA-N
- SMILES
- N1C2=C(C(OCC3=CC=CC=C3)=CC=C2)C=C1
- CAS Datenbank
- 20289-26-3(CAS DataBase Reference)
Sicherheit
- Risiko- und Sicherheitserkl?rung
- Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher |
Xi |
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R-S?tze: |
36/37/38 |
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S-S?tze: |
26-36-37/39 |
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WGK Germany |
3 |
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HazardClass |
IRRITANT |
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HS Code |
29339990 |
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Bildanzeige (GHS) |
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Alarmwort |
Warnung |
Gefahrenhinweise |
Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
H315 |
Verursacht Hautreizungen. |
Hautreizung |
Kategorie 2 |
Warnung |
src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P302+P352, P321,P332+P313, P362 |
H319 |
Verursacht schwere Augenreizung. |
Schwere Augenreizung |
Kategorie 2 |
Warnung |
src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P305+P351+P338,P337+P313P |
H335 |
Kann die Atemwege reizen. |
Spezifische Zielorgan-Toxizit?t (einmalige Exposition) |
Kategorie 3 (Atemwegsreizung) |
Warnung |
src="/GHS07.jpg" width="20" height="20" /> |
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Sicherheit |
P261 |
Einatmen von Staub vermeiden. |
P264 |
Nach Gebrauch gründlich waschen. |
P264 |
Nach Gebrauch gründlich waschen. |
P271 |
Nur im Freien oder in gut belüfteten R?umen verwenden. |
P280 |
Schutzhandschuhe/Schutzkleidung/Augenschutz tragen. |
P302+P352 |
BEI BERüHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckm??ig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen. |
P305+P351+P338 |
BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen. |
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4-(Phenylmethoxy)-1H-indol Chemische Eigenschaften,Einsatz,Produktion Methoden
R-S?tze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-S?tze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Chemische Eigenschaften
Off-White Crystalline Solid with Few Darker (Brown) Particles
Verwenden
4-Benzyloxyindole was used in the synthesis of 4-alkyloxy-aminoalkyl indole derivatives.
Reaktionen
4-Benzyloxyindole was used in the synthesis of 4-alkyloxy-aminoalkyl indole derivatives.
- Reactant for regioselective synthesis of oxopyrrolidine analogs via iodine-catalyzed Markovnikov addition
- Reactant for preparation of indoles by Bartoli reductive cyclization as useful intermediates in medicinal chemistry research
- Reactant for synthesis of carbon-11-labeled 4-aryl-4H-chromenes as new PET agents for imaging of apoptosis in cancer
- Reactant for preparation of HCV inhibitors.
- Reactant for preparation of indol-3-yl tetramethylcyclopropyl ketones as CB2 cannabinoid receptor ligands
- Reactant for preparation of 4-aryl-4H-chromenes as apoptosis inducers
Synthese
To a stirred solution of 162.2 g (0.50 mol) of (E)-6-benzyloxy-2-nitro-β-pyrrolidinostyrene in 1 L of THF and 1 L of methanol at 30°C under nitrogen is added 10 mL of Raney nickel followed by 44 mL (0.75 mol) of 85% hydrazine hydrate. Vigorous gas evolution is observed. The red color turns dark brown within 10 minutes, and the reaction temperature rises to 46°C. An additional 44 mL of 85% hydrazine hydrate is added after 30 min and again 1 hr later. The temperature is maintained between 45 and 50°C with a water bath during the reaction and for 2 hr after the last addition. The mixture is cooled to room temperature, and the catalyst is removed by filtration through a bed of Celite. The catalyst is washed several times with methylene chloride. The filtrate is evaporated, and the residue is dried by evaporating with 500 mL of toluene. The reddish residue (118.5 g), dissolved in ca. 1 L of toluene-cyclohexane (1 : 1), is applied to a column of 500 g of silica gel (70–230-mesh, Merck) prepared in the same solvent. Elution with 6.0 L of toluene–cyclohexane (1 : 1) followed by 3 L of toluene–cyclohexane (1 : 2) affords 108.3 g of white solid, which is crystallized from 150 mL of toluene and 480 mL of cyclohexane. 107.3 g (96% yield) of 4-benzyloxyindole is obtained in three crops as white prisms, mp 60–62°C.
4-(Phenylmethoxy)-1H-indol Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
4-(Phenylmethoxy)-1H-indol Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.
Global( 374)Lieferanten
20289-26-3(4-(Phenylmethoxy)-1H-indol)Verwandte Suche:
- 4-(phenylmethoxy)-1h-indole
- 4-BENZYLOXY-1H-INDOLE
- 4-BENZYLOXYINDOLE
- 4-BENZYLOXYLINDOLE
- NSC 92539
- 4-BENZYLOXYINDOLE 98%
- {[(1H-Indol-4-yl)oxy]methyl}benzene
- 4-(Benzyloxy)-1H-indole 98%
- 4-Benzyloxyindole ,98%
- 1H-Indole, 4-(phenylMethoxy)-
- 4-Benzyloxyindole,99%
- 4-Benzyloxyindole 20289-26-3
- 4-(Phenylmethoxy)-1H-indole 20289-26-3
- 4-Benzyloxyindole in stock Factory
- 4-Benzyloxyindole>
- 20289-26-3
- 20286-26-3
- 20289-29-3
- Indoles
- Simple Indoles
- Building Blocks
- Heterocyclic Building Blocks
- Simple Indoles
- Indole
- Chiral Compound
- Aromatics
- Indole Derivatives
- Pyrroles & Indoles
- Building Blocks
- Heterocyclic Building Blocks
- Indoles
- Heterocycle-Indole series
- blocks
- IndolesOxindoles
- Indoles and derivatives
- Aromatics Compounds
- Pyrroles & Indoles
- Indoline & Oxindole
- Indole Series
- bc0001