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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749705Generated: October 30, 2026

Formaldehyde → HCID 86681909, compound

https://huagongshe.com/reaction/1749705

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantHCID 1777704HCID 1777704—
ReactantHCID 86681908HCID 86681908—
SolventEthanolHCID 702—
ProductHCID 86681909HCID 8668190945%

Reaction Conditions

Temperature70 °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 tert-butyl methyl[8-(methylamino)octyl]carbamate (0.074 g, 0.27 mmol), and 37% aqueous formaldehyde (0.017 g, 0.22 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 (aminopropyl silica was used, eluted with chloroform/methanol (90:10)) to obtain tert-butyl (Z)-8-[({2-[(1H-indol-3-yl)methylene]-6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)(methyl)amino]octyl(methyl)carbamate (0.045 g, 45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-67f852e158484ded8a0227e97b4192b8
Source noteuspto-grants-2015_10