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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2423118Generated: November 2, 2026

Formaldehyde → 4-{[(2-Hydroxy-ethyl)-methyl-amino]-methyl}-1H-indol-5-ol

https://huagongshe.com/reaction/2423118

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactant2-(Methylamino)ethanolHCID 8016—
Reactant5-HydroxyindoleHCID 16054—
SolventEthanolHCID 702—
Product4-{[(2-Hydroxy-ethyl)-methyl-amino]-methyl}-1H-indol-5-olHCID 67240581100.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

Paraformaldehyde (0.060 g, 2 mmol) and 2-methylamino ethanol (0.15 g, 2.0 mmol) was suspended in ethanol (10 mL) and heated at 50° C. for 20 minutes. The solution was cooled to room temperature and 5-hydroxyindole (0.27 mg, 2.0 mmol) was added. The solution was stirred under an atmosphere of N2 at room temperature overnight. The solution was evaporated to give the title compound (441 mg) that was used in the next step without further purification. MS m/z 221 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960374B2
Source datasetuspto-grants-2011_06
ORD IDord-da6e1fe7a18148c385df0cd539ad48a9
Source noteuspto-grants-2011_06