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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749702Generated: October 30, 2026

Formaldehyde → HCID 71278638, compound

https://huagongshe.com/reaction/1749702

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantPiperidin-4-olHCID 79341—
ReactantHCID 1777704HCID 1777704—
SolventEthanolHCID 702—
ProductHCID 71278638HCID 7127863848.4%

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 (2.0 mL) was added with 4-hydroxypiperidine (0.024 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]-6-hydroxy-7-[(4-hydroxypiperidin-1-yl)methyl]benzofuran-3(2H)-one (0.034 g, 48%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-a75cf184298d4382aaf21bb17c355d97
Source noteuspto-grants-2015_10