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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1622856Generated: November 2, 2026

Water → HCID 68280931, compound

https://huagongshe.com/reaction/1622856

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIsobutyl iodideHCID 10556—
ReactantSodium hydrideHCID 24758—
Reactant5-BromoindoleHCID 24905—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 68280931HCID 68280931—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a mixture of 5-bromo-1H-indole (1 g) in DMF (dry) (10 ml) was added NaH (60%, 0.612 g) at room temperature. The mixture was stirred at 80° C. for 10 min. 1-Iodo-2-methylpropane (0.587 mL) was added at room temperature and the mixture was stirred at 80° C. for 1 hr. Another 1-iodo-2-methylpropane (0.587 mL) was added and the mixture was stirred at 80° C. for 1 hr. Water and EtOAc were added and the extracted organic layer was washed with brine. Silica-gel was added to the organic layer and the volatiles were removed in vacuo. The mixture supported on silica-gel was purified by column chromatography (silica gel, eluted with EtOAc in hexane) to give the title compound (554 mg) as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778934B2
Source datasetuspto-grants-2014_07
ORD IDord-1bb548703d5a4546814f60c389d96c17
Source noteuspto-grants-2014_07