ChemicalBook CAS DataBase List Indole-4-carboxaldehyde

Indole-4-carboxaldehyde synthesis

9synthesis methods

Product Name:Indole-4-carboxaldehyde
CAS Number:1074-86-8
Molecular formula:C9H7NO
Molecular Weight:145.16

Tetrapropylammonium perruthenate (0.3 g, 0.85 mmol) was added in portions to a mixture of alcohol product from 1H-Indole-4-Methanol (2.5 g, 17 mmol), N-methylmorpholine N-oxide (3.0 g, 25 mmol) and 4 A molecular sieves (3.0 g) in anhydrous methylene chloride (30 mL) at room temperature. The mixture was stirred at room temperature under nitrogen for 1 h and then filtered. The filtrate was concentrated in vacuo, and the residue was purified by chromatography (SiO2, CH2Cl2) to provide Indole-4-carboxaldehyde as a white powder (2.0 g, 80percent): 1H NMR (300 MHz, CDCl3) δ10.2 (s, 1H), 8.52 (br s, 1H), 7.64-7.69 (m, 2H), 7.31-7.44 (m, 3H), CI MS m/z=146 [C9H7NO+H]+.

1074-85-7 Synthesis

1074-85-7
97 suppliers
$27.00/250mg

114615-82-6
204 suppliers
$8.00/100mg

1074-86-8
293 suppliers
$10.00/1g

Yield:1074-86-8 80%

Reaction Conditions:

with 4-methylmorpholine N-oxide;silica gel in dichloromethane

Steps:

38.B Example 38
Step B: Tetrapropylammonium perruthenate (0.3 g, 0.85 mmol) was added in portions to a mixture of alcohol product from Step A (2.5 g, 17 mmol), N-methylmorpholine N-oxide (3.0 g, 25 mmol) and 4 A molecular sieves (3.0 g) in anhydrous methylene chloride (30 mL) at room temperature. The mixture was stirred at room temperature under nitrogen for 1 h and then filtered. The filtrate was concentrated in vacuo, and the residue was purified by chromatography (SiO₂, CH₂Cl₂) to provide indole-4-aldehyde as a white powder (2.0 g, 80%): ¹H NMR (300 MHz, CDCl₃) δ 10.2 (s, 1H), 8.52 (br s, 1H), 7.64-7.69 (m, 2H), 7.31-7.44 (m, 3H); CI MS m/z=146 [C₉H₇NO+H]⁺.

References:

Beck, James P.;Pechulis, Anthony D.;Harms, Arthur E. US2002/91134, 2002, A1

FullText

1074-85-7 Synthesis

1074-85-7
97 suppliers
$27.00/250mg

1074-86-8
293 suppliers
$10.00/1g

References

16136-52-0
244 suppliers
$10.00/1g

1074-86-8
293 suppliers
$10.00/1g

References

39830-66-5
293 suppliers
$14.00/1g

1074-86-8
293 suppliers
$10.00/1g

References

3468-22-2
6 suppliers
inquiry

1074-86-8
293 suppliers
$10.00/1g

References

Indole-4-carboxaldehyde Related Search:

Indole-3-carboxaldehyde Indole-3-acetic acid Formaldehyde Indometacin Indole-3-butyric acid Indole 3-Indoleacetonitrile Indol-1-yl-acetic acid 3-Indoleacrylic acid Ethyl 1H-indole-4-carboxylate