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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749699Generated: November 1, 2026

Formaldehyde → HCID 71278577, compound

https://huagongshe.com/reaction/1749699

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantHCID 1777704HCID 1777704—
Reactant3-(Dimethylamino)pyrrolidineHCID 2758519—
SolventEthanolHCID 702—
ProductHCID 71278577HCID 7127857721%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of (Z)-2-[(1H-indol-3-yl)methylene]-6-hydroxybenzofuran-3(2H)-one (0.050 g, 0.18 mmol) obtained in Example A1, Step 1 in ethanol (3.0 mL) was added with 3-(dimethylamino)pyrrolidine (0.025 g, 0.22 mmol), and 37% aqueous formaldehyde (0.020 g, 0.24 mmol), and the mixture was stirred overnight at 80° C. in a sealed tube. The solvent was evaporated under reduced pressure, and then the residue was subjected to silica gel column chromatography (aminopropyl silica was used, eluted with chloroform/methanol (90:10)) to obtain (Z)-2-[(1H-indol-3-yl)methylene]-7-{[3-(dimethylamino)pyrrolidin-1-yl]methyl}-6-hydroxybenzofuran-3(2H)-one (0.015 g, 21%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-153bab68fdca48859acb0d509f378bfb
Source noteuspto-grants-2015_10