1H-indol-4-ylmethanol → Indole-4-carboxaldehyde

HRID 2236433Notes

Reaction equation

HRID 2236433 reaction equation
[NH:1]1[C:9]2[C:4](=[C:5]([CH2:10][OH:11])[CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1>ClCCl.[O-2].[Mn+4].[O-2]>[NH:1]1[C:9]2[CH:8]=[CH:7][CH:6]=[C:5]([CH:10]=[O:11])[C:4]=2[CH:3]=[CH:2]1

Participants

4

Reactant 1

HCID 27734571H-indol-4-ylmethanol

Product 1

HCID 333703Indole-4-carboxaldehydeYield 89.9%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

To a dissolved solution of (1H-Indol-4-yl)-methanol (100 mg, 0.69 mmole) in dichloromethane (0.500 ml), manganese (IV) oxide (597 mg, 6.9 mmol) is added. The reaction mixture stirred at room temperature for 8 hours and then passed through Celite. The reaction mixture is then concentrated to give a yellow oil (90 mg). MS (ESI) m/z 146.1 (M+1).

Workup

  1. concentrationThe reaction mixture is then concentrated

Sources & evidence

ORD record
ord-bec4b63fe9b145b1abe04cc47ee81ac2
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

Loading…