| Identification | More | [Name]
6-Benzyloxyindole | [CAS]
15903-94-3 | [Synonyms]
6-BENZYLOXYINDOLE
6-(Benzyloxy)-1H-indole
NSC 92538
6-(Phenylmethoxy)-1H-indole
6-(Benzyloxy)-1H-indole 98%
6-BENZYLOXYINDOLE 97%
6-Benzyloxyindole ,98% | [EINECS(EC#)]
810-565-2 | [Molecular Formula]
C15H13NO | [MDL Number]
MFCD00053554 | [Molecular Weight]
223.27 | [MOL File]
15903-94-3.mol |
| Chemical Properties | Back Directory | [Appearance]
Colourless Crystalline Solid | [Melting point ]
116-119°C | [Boiling point ]
411.6±20.0 °C(Predicted) | [density ]
1.196±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C
| [solubility ]
Chloroform (Slightly), Diethyl Ether (Slightly), Ethanol (Slightly), Ethyl Aceta | [form ]
crystalline
| [pka]
17.17±0.30(Predicted) | [color ]
yellow to brown
| [Usage]
Indole derivative, as antiviral and antitumor agent | [Detection Methods]
HPLC,NMR | [BRN ]
173319 | [InChI]
InChI=1S/C15H13NO/c1-2-4-12(5-3-1)11-17-14-7-6-13-8-9-16-15(13)10-14/h1-10,16H,11H2 | [InChIKey]
FPMICYBCFBLGOZ-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=CC(OCC3=CC=CC=C3)=C2)C=C1 | [CAS DataBase Reference]
15903-94-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
36/37/38 | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [Hazard Note ]
Irritant/Keep Cold | [HS Code ]
29339900 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Chemical Properties]
Colourless Crystalline Solid | [Uses]
- Reactant for enantioselective synthesis of quaternary carbon-containing 3-(3-indolyl)isoindolin-1-ones
- Reactant for Friedel-Crafts alkylation reactions with hydroxyisoindolinones
- Reactant for direct and regioselective synthesis of β-heteroarylated ketones
- Reactant for preparation of hepatitis C virus (HCV) inhibitors
- Reactant for preparation of protein kinase C (PKC) inhibitors
- Reactant for preparation of indol-3-yl tetramethylcyclopropyl ketones as CB2 cannabinoid receptor ligands
| [Uses]
Indole derivative, as antiviral and antitumor agent | [Synthesis]
The compound (CAS: 153805-86-8) was used as starting material and synthesized by a method similar to Example 32. The specific operation was as follows: 5% rhodium/carbon powder was added to the reaction system as a catalyst, and the metal compounds ferrous acetate (II), nickel nitrate (II) or cobalt acetylacetonate (III) were introduced as co-catalysts. 5-Benzyloxy-2-(2-pyrrolidinylvinyl)nitrobenzene was used as the substrate for the reduction reaction. Upon completion of the reaction, as shown in Table 6, the yield of 6-benzyloxyindole was significantly increased and the by-product yield of 6-hydroxyindole was decreased when the reducing agent of the present invention was used as compared to the counterpart 5. | [References]
[1] Patent: EP1541582, 2005, A1. Location in patent: Page/Page column 39-40
[2] Patent: EP1541582, 2005, A1. Location in patent: Page/Page column 39-40
[3] Patent: EP1541582, 2005, A1. Location in patent: Page/Page column 39-40
[4] Patent: EP1541582, 2005, A1. Location in patent: Page/Page column 39-40
[5] Organic Process Research and Development, 2006, vol. 10, # 6, p. 1178 - 1183 |
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