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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749708Generated: October 28, 2026

Formaldehyde → HCID 60155788, compound

https://huagongshe.com/reaction/1749708

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
ReactantHCID 1777704HCID 1777704—
SolventEthanolHCID 702—
ProductHCID 60155788HCID 6015578864.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of (Z)-2-[(1H-indol-3-yl)methylene]-6-hydroxybenzofuran-3(2H)-one (0.20 g, 0.72 mmol) obtained in Example A1, Step 1 in ethanol (10 mL) was added with 1-tert-butoxycarbonylpiperazine (0.16 g, 0.87 mmol), and 37% aqueous formaldehyde (0.068 g, 0.87 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 (eluted with chloroform/methanol (90:10)) to obtain tert-butyl (Z)-4-({2-[(1H-indol-3-yl)methylene]-6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate (0.22 g, 63%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-57fb9526ce694ec38806b49866c6a98a
Source noteuspto-grants-2015_10