Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2278593Generated: October 30, 2026

Water → HCID 68281577, compound

https://huagongshe.com/reaction/2278593

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantHCID 18314301HCID 18314301—
ReactantHCID 68281537HCID 68281537—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
ProductHCID 68281577HCID 6828157747.9%

Reaction Conditions

Temperature100 °C

Reaction Steps

59 mg of palladium acetate, 1.5 g of tetrabutylammonium hydrochloride and 1.8 ml of triethylamine are added to a solution of 1.5 g of N-(2-bromo-3-fluorophenyl)-N-(2-methylallyl)acetamide in 10 ml of N,N-dimethylformamide. The reaction mixture is heated at 100° C. under an argon atmosphere for 16 hours. After cooling, 50 ml of water are added and the mixture is extracted with ethyl acetate. The organic phase is then washed with water and a saturated sodium chloride solution, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The residue is purified by silica column chromatography, elution being carried out with a mixture of heptane and ethyl acetate (50/50: v/v), so as to give 520 mg of 1-(4-fluoro-3,3-dimethyl-2,3-dihydroindol-1-yl)ethanone in the form of a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133168B2
Source datasetuspto-grants-2015_09
ORD IDord-60568b451da64059a9f41334e396e03b
Source noteuspto-grants-2015_09