Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749744Generated: November 3, 2026

Formaldehyde → HCID 86681939, compound

https://huagongshe.com/reaction/1749744

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
ReactantHCID 44554577HCID 44554577—
SolventEthanolHCID 702—
ProductHCID 86681939HCID 8668193933%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of (Z)-2-[(5-bromo-1H-indol-3-yl)methylene]-6-hydroxybenzofuran-3(2H)-one (0.30 g, 0.84 mmol) in ethanol (3.0 mL) was added with 1-tert-butoxycarbonylpiperazine (0.17 g, 0.93 mmol), and 37% aqueous formaldehyde (0.093 g, 1.1 mmol), and the mixture was stirred overnight at 50° 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 tert-butyl (Z)-4-({2-[(5-bromo-1H-indol-3-yl)methylene]-6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl}-methyl)piperazine-1-carboxylate (0.15 g, 33%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-9da3361f00d24e6b835ea9e27100dc83
Source noteuspto-grants-2015_10