Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1510080Generated: November 3, 2026

Sodium Chlorite → 2-Chloro-5-methoxy-1-phenyl-1h-indole-3-carboxylic acid

https://huagongshe.com/reaction/1510080

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChloriteHCID 23668197—
ReactantMonosodium phosphateHCID 23672064—
Reactant2-Chloro-5-methoxy-1-phenyl-1h-indole-3-carbaldehydeHCID 87205284—
SolventWaterHCID 962—
Solventtert-ButanolHCID 6386—
Solvent2-Methyl-2-buteneHCID 10553—
Product2-Chloro-5-methoxy-1-phenyl-1h-indole-3-carboxylic acidHCID 66920442125.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

The compound of step 3 (456 mg, 1.59 mmol) was dissolved in tert-butanol (15 ml) and 2-methyl-2-butene (3 ml), and a solution of sodium chlorite (1.32 g, 14.6 mmol) and sodium dihydrogenphosphate (1.32 g, 11.0 mmol) in water (6 ml) was added. The reaction mixture was stirred at room temperature for 48 h and afterwards at 80° C. for 2.5 h. The mixture was diluted with water and extracted with EA. The organic layer was dried over sodium sulfate, filtered and the solvent was removed under reduced pressure to give 602 mg of the crude title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08211885B2
Source datasetuspto-grants-2012_07
ORD IDord-353e6e89576140e1ba0c3e512d837320
Source noteuspto-grants-2012_07