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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917353Generated: November 4, 2026

Dimethylformamide → HCID 23020240, compound

https://huagongshe.com/reaction/917353

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantIndole-2-carboxylic acidHCID 72899—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 86595303HCID 86595303—
SolventWaterHCID 962—
ProductHCID 23020240HCID 2302024088%

Reaction Conditions

Temperature100 °C

Reaction Steps

To 20 ml of N,N-dimethylformamide were dissolved 1.50 g (6.6 mmol) of 6,6-difluoro-5-methyl-5-hexenylmethanesulfonate and 1.30 g (8.1 mmol) of 1H-indole-2-carboxylicacid, followed by the addition of 1.40 g (17 mmol) of sodium hydrogencarbonate and stirring at 100° C. for 3 hours. The reaction liquid was then poured in water and extracted with diethyl ether. The organic layer was washed with water and a saturated saline solution in this order, followed by drying over anhydrous magnesium sulfate and concentration under reduced pressure. The residue was purified with silica gel column chromatography (ethyl acetate:hexane=1:4) to obtain 1.70 g (yield: 88%) of 6,6-difluoro-5-methyl-5-hexenyl 1H-indole-2-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07273878B2
Source datasetuspto-grants-2007_09
ORD IDord-a43b1907463643308e57426e50a78d6c
Source noteuspto-grants-2007_09