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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 730192Generated: October 25, 2026

Water → 1-(4-Isopropylphenyl)-1H-indole-2-carboxylic acid

https://huagongshe.com/reaction/730192

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant1-Bromo-4-isopropylbenzeneHCID 11462—
ReactantIndole-2-carboxylic acidHCID 72899—
CatalystCopper oxideHCID 14829—
SolventDimethylformamideHCID 6228—
Product1-(4-Isopropylphenyl)-1H-indole-2-carboxylic acidHCID 68699949—

Reaction Steps

A suspension of 128.8 g (0.8 mol) of 1H-indole-2-carboxylic acid, of 159.2 g (0.8 mol) of 4-bromocumene, of 111.6 g (0.808 mol) of potassium carbonate and of 8 g (0.1 mol) of copper oxide in 200 ml of dimethylformamide is stirred at reflux for 24 hours. After cooling, 6 l of water are added to the beige suspension obtained. The suspension is filtered and then the insoluble material is taken up in 1 l of a 5N hydrochloric acid solution. This mixture is extracted with 500 ml of dichloromethane. The organic phase is washed with water, dried over sodium sulfate and then concentrated under reduced pressure. After drying under reduced pressure, 204.4 g of a white solid are obtained, which solid is used as is in the following stage.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07582671B2
Source datasetuspto-grants-2009_09
ORD IDord-bbee076cae534871a625b9f1acbc638e
Source noteuspto-grants-2009_09