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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 16628Generated: October 24, 2026

Benzyl Bromide → 1-benzyl-2-methyl-5-nitro-1H-indole-3-carboxaldehyde

https://huagongshe.com/en/reaction/16628

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
Reactant2-methyl-5-nitro-1H-indole-3-carbaldehydeHCID 609359—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product1-benzyl-2-methyl-5-nitro-1H-indole-3-carboxaldehydeHCID 283825383.2%

Reaction Steps

To a solution of 2-methyl-5-nitro-1H-indole-3-carboxaldehyde (500 mg, 2.45 mmol) in DMF (5 ml) was added potassium carbonate (1.0 g, 7.35 mmol) and benzyl bromide (0.44 ml, 3.68 mmol). The mixture was stirred at room temperature for 4 h, diluted with EtOAc, washed with H2O, brine, dried over Na2SO4, and concentrated under reduced pressure. The residue was triturated with Et2O-hexane to yield 1-benzyl-2-methyl-5-nitro-1H-indole-3-carboxaldehyde (Compound 50) as a yellow solid (600 mg, 83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737173B2
Source datasetuspto-grants-2010_06
ORD IDord-02e4b9ab0bf74da998fa4be994fe94f7
Source noteuspto-grants-2010_06