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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 652953Generated: October 30, 2026

2-Aminophenol → HCID 70431425, compound

https://huagongshe.com/reaction/652953

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AminophenolHCID 5801—
ReactantTriethylamineHCID 8471—
Reactant2-Chloro-1-methylpyridinium iodideHCID 167069—
ReactantHCID 53972623HCID 53972623—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductHCID 70431425HCID 7043142512.4%

Reaction Steps

To a solution of 1.21 g (3.40 mmol) of 3-{3,4-di-(β-methoxyethoxymethoxy)phenyl}-2-propenic acid in dry acetonitrile (30 ml) were added in an argon atmosphere 1.73 g (6.76 mmol) of 2-chloro-1-methylpyridinium iodide and 2.40 ml (17.2 mmol) of triethylamine and 799 mg (7.32 mmol) of o-aminophenol, successively. The mixture was reacted at room temperature for 60 hours, followed by addition of water. The mixture was extracted with ethyl acetate, and the organic layer was successively washed with 1N-aqueous hydrochloric acid, water, aqueous solution of sodium carbonate and water. The organic layer was concentrated under reduced pressure, and the residue thus obtained was subjected to silica gel column chromatography. There was obtained 188 mg (0.420 mmol) of N-[3-{3,4-di(β-methoxyethoxymethoxy)phenyl}-2-propenoyl]-o-aminophenol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04673684
Source datasetuspto-grants-1987_06
ORD IDord-114eb47e913146beb53eee323bf2caaf
Source noteuspto-grants-1987_06