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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909900Generated: November 1, 2026

2-Methyl-2-butene → HCID 58306778, compound

https://huagongshe.com/reaction/1909900

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methyl-2-buteneHCID 10553—
ReactantSodium ChloriteHCID 23668197—
ReactantMonosodium phosphateHCID 23672064—
ReactantHCID 86654435HCID 86654435—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 58306778HCID 58306778102.3%

Reaction Steps

To a mixture of tert-butyl 5-bromo-6-chloro-7-formyl 1H-indole-1-carboxylic acid (2.9 g), sodium dihydrogen phosphate (2.0 g), 2-methyl-2-butene (2.6 g), water (10 mL), and 1,4-dioxane (30 mL) was added sodium chlorite (1.8 g) under ice-cooling. The reaction mixture was stirred under ice-cooling for 1 hour, and then at room temperature for 5 hours. The reaction mixture was concentrated under reduced pressure, and ethyl acetate and water were added thereto, and a liquid-separation operation was carried out. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and then evaporated under reduced pressure to obtain 5-bromo-1-(tert-butoxycarbonyl)-6-chloro-1H-indole-7-carboxylic acid (3.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598355B2
Source datasetuspto-grants-2013_12
ORD IDord-5838ba6c3b36434f9beaebb927aca6ad
Source noteuspto-grants-2013_12