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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64440Generated: October 29, 2026

Ethanol → 2-(3-Methylphenyl)-2-nitropropane-1,3-diol

https://huagongshe.com/reaction/64440

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantFormaldehydeHCID 712—
ReactantSodium HydroxideHCID 14798—
Reactant1-Methyl-3-(nitromethyl)benzeneHCID 11286565—
Solvent1,4-DioxaneHCID 31275—
Product2-(3-Methylphenyl)-2-nitropropane-1,3-diolHCID 86713458—

Reaction Steps

To a mixed solution of 1.55 g of 1-methyl-3-(nitromethyl)benzene in 15 ml of ethanol and 6 ml of dioxane were added 0.05 ml of a 1 M aqueous sodium hydroxide solution and 1.89 ml of a 37% aqueous formalin solution, followed by stirring for 15 hours. 0.05 ml of a 1 M aqueous sodium hydroxide solution and 0.83 ml of a 37% aqueous formalin solution were added thereto, followed by stirring at 50° C. for 2 hours, and the solvent was evaporated under reduced pressure. To the obtained residue was added ethyl acetate, followed by washing with saturated brine and drying over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 1.91 g of 2-(3-methylphenyl)-2-nitropropane-1,3-diol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447090B2
Source datasetuspto-grants-2016_09
ORD IDord-ff579edcad5a47e4b62f37b3a4aedc9d
Source noteuspto-grants-2016_09