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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917354Generated: November 3, 2026

Dimethylformamide → HCID 69181661, compound

https://huagongshe.com/reaction/917354

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1H-Indole-5-Carboxylic AcidHCID 74280—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 86595303HCID 86595303—
SolventWaterHCID 962—
ProductHCID 69181661HCID 6918166193%

Reaction Conditions

Temperature100 °C

Reaction Steps

To 7 ml of N,N-dimethylformamide were dissolved 0.68 g (3.0 mmol) of 6,6-difluoro-5-methyl-5-hexenylmethanesulfonate and 0.58 g (3.6 mmol) of 1H-indole-5-carboxylic acid, followed by the addition of 0.75 g (8.9 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=1:3) to obtain 0.81 g (yield: 93%) of 6,6-difluoro-5-methyl-5-hexenyl 1H-indole-5-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07273878B2
Source datasetuspto-grants-2007_09
ORD IDord-058772f300644f5692fc72dce846bb23
Source noteuspto-grants-2007_09