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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749727Generated: November 4, 2026

Formaldehyde → HCID 86681922, compound

https://huagongshe.com/reaction/1749727

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
ReactantHCID 71278696HCID 71278696—
SolventMethanolHCID 887—
ProductHCID 86681922HCID 86681922284.2%

Reaction Conditions

Temperature70 °C

Reaction Steps

A solution of (Z)-6-hydroxy-2-[(2-methyl-1H-indol-3-yl)methylene]benzofuran-3(2H)-one (0.052 g, 0.18 mmol) in methanol (3.0 mL) was added with 1-tert-butoxycarbonylpiperazine (0.040 g, 0.23 mmol), and 37% aqueous formaldehyde (0.019 g, 0.023 mmol), and the mixture was stirred overnight at 70° 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 (95:5)) to obtain tert-butyl (Z)-4-({6-hydroxy-2-[(2-methyl-1H-indol-3-yl)methylene]-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate (0.032 g, 36%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-2791e49ec71c4265ae87e7c1c4f1f87f
Source noteuspto-grants-2015_10