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| CAS No.: | 6953-22-6 |
|---|---|
| Name: | 5-(Phenylmethoxy)-1H-indole-3-carbaldehyde |
| Article Data: | 18 |
| Molecular Structure: | |
|
|
|
| Formula: | C16H13NO2 |
| Molecular Weight: | 251.285 |
| Synonyms: | Indole-3-carboxaldehyde,5-(benzyloxy)- (7CI);5-Benzyloxy-1H-indole-3-carboxaldehyde;5-Benzyloxy-3-formylindole;5-Benzyloxy-3-indolecarboxaldehyde;NSC 71049; |
| EINECS: | 230-134-7 |
| Density: | 1.267 g/cm3 |
| Melting Point: | 237-238 °C |
| Boiling Point: | 474.2 °C at 760 mmHg |
| Flash Point: | 240.6 °C |
| Appearance: | white to light yellow crystal powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36-43 |
| Safety: | 22-24/25-36/37-26 |
| PSA: | 42.09000 |
| LogP: | 3.55940 |
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| Conditions | Yield |
|---|---|
| Stage #1: 1H-imidazole; 5-benzyloxy-1H-indole With acetic anhydride at 130℃; for 1h; Stage #2: With sodium hydroxide In ethanol; water for 1h; Heating; Further stages.; | 91% |
- 1215-59-4
5-benzyloxy-1H-indole
- 68-12-2, 33513-42-7
N,N-dimethyl-formamide
- 6953-22-6
5-benzyloxyindole-3-carboxaldehyde
| Conditions | Yield |
|---|---|
| Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 0℃; for 0.25h; Stage #2: 5-benzyloxy-1H-indole at 50 - 60℃; for 1.5h; Stage #3: With sodium hydroxide In water at 0℃; for 0.0333333h; Heating / reflux; | 84% |
| Stage #1: 5-benzyloxy-1H-indole; N,N-dimethyl-formamide With trichlorophosphate at 20℃; for 0.5h; Stage #2: With sodium hydroxide In water at 0℃; | 83% |
| Stage #1: N,N-dimethyl-formamide With trichlorophosphate at -30 - 20℃; for 0.5h; Vilsmeier-Haack Formylation; Stage #2: 5-benzyloxy-1H-indole at 20℃; for 1h; Vilsmeier-Haack Formylation; | 81% |
- 6953-22-6
5-benzyloxyindole-3-carboxaldehyde
| Conditions | Yield |
|---|---|
| With triethylamine; 2-amino-3-(5-hydroxy-1H-indol-3-yl)propionic acid methyl ester In methanol for 6h; Microwave irradiation; Reflux; | 55% |
- 1215-59-4
5-benzyloxy-1H-indole
- 68-12-2, 33513-42-7
N,N-dimethyl-formamide
- 10025-87-3, 12599-09-6, 63736-95-8
trichlorophosphate
- 6953-22-6
5-benzyloxyindole-3-carboxaldehyde
| Conditions | Yield |
|---|---|
| und Erwaermen des Reaktionsprodukts mit wss.Natronlauge oder mit wss.Natriumcarbonat-Loesung.; |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: potassium carbonate / acetone / 5 h / Heating 2: 2.) hydrazine hydrate / 2.) Raney nickel / 1.) reflux, 3 h, 2.) THF, MeOH, RT, 30 min 3: 1.) phosphorus oxychloride, 2.) conc. HCl / 1.) 0 deg C, 1 h, 2.) MeOH, THF, RT, 45 min View Scheme |
- 22424-58-4
5-benzyloxy-2-nitrotoluene
- 6953-22-6
5-benzyloxyindole-3-carboxaldehyde
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 2.) hydrazine hydrate / 2.) Raney nickel / 1.) reflux, 3 h, 2.) THF, MeOH, RT, 30 min 2: 1.) phosphorus oxychloride, 2.) conc. HCl / 1.) 0 deg C, 1 h, 2.) MeOH, THF, RT, 45 min View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: potassium carbonate / acetone / 5 h / Heating 2: 2.) hydrazine hydrate / 2.) Raney nickel / 1.) reflux, 3 h, 2.) THF, MeOH, RT, 30 min 3: 1.) phosphorus oxychloride, 2.) conc. HCl / 1.) 0 deg C, 1 h, 2.) MeOH, THF, RT, 45 min View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: copper oxide-chromium oxide; quinoline / 280 °C 2: phosphoryl chloride / und anschliessenden Hydrolysieren mit wss.Natronlauge bzw. wss.Natriumcarbonat-Loesung View Scheme |
| Conditions | Yield |
|---|---|
| With N,N-dimethyl-formamide at 20℃; for 5h; |
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Chemistry
Molecular Structure of 5-Benzyloxyindole-3-carboxaldehyde(6953-22-6):
IUPAC Name:5-phenylmethoxy-1H-indole-3-carbaldehyde
Molecular Formula:C16H13NO2
Molecular Weight:251.279920 g/mol
Appearance:white to light yellow crystal powder
Melting Point:237-238 °C
Density:1.267 g/cm3
Flash Point:240.6 °C
Enthalpy of Vaporization:73.74 kJ/mol
Boiling Point:474.2 °C at 760 mmHg
Vapour Pressure:3.7E-09 mmHg at 25°C
Water Solubility:21.18 mg/L at 25 °C
Sensitive:Air
EINECS:230-134-7
Synonyms of 5-Benzyloxyindole-3-carboxaldehyde(6953-22-6):
5-BENZYLOXYINDOLE-3-ALDEHYDE;5-BENZYLOXYINDOLE-3-CARBALDEHYDE;5-BENZYLOXYINDOLE-3-CARBOXALDEHYDE;5-BENZYLOXY INDOLE-3-CARBOXYALDEHYDE;5-BENZYLOXYINDOLE-3-FORMALDEHYDE;5-(BENZYLOXY)-3-INDOLECARBOXYALDEHYDE;5-BENZYLOXY-3-FORMYLINDOLE;5-(BENZYLOXY)-1H-INDOLE-3-CARBALDEHYDE
Categories of 5-Benzyloxyindole-3-carboxaldehyde(6953-22-6):
blocks;Carboxes;IndolesOxindoles;Indoles and derivatives;Indoline & Oxindole;Indoles;Intermediates & Fine Chemicals;Pharmaceuticals;Building Blocks;Heterocyclic Building Blocks
Uses
Safety Profile
Hazard Codes:Xi
Risk Statements:36-43
36:Irritating to the eyes
43:May cause sensitization by skin contac
Safety Statements:22-24/25-36/37-26
22:Do not breathe dust
24/25:Avoid contact with skin and eyes
36/37:Wear suitable protective clothing and gloves
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany:3