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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2414287Generated: October 26, 2026

Acetone → [(2-Nitrophenyl)methyl](propan-2-yl)amine

https://huagongshe.com/reaction/2414287

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant(2-Nitrophenyl)methanamine hydrochlorideHCID 12235442—
SolventMethanolHCID 887—
Product[(2-Nitrophenyl)methyl](propan-2-yl)amineHCID 11608084—

Reaction Steps

To a mixture of 2-nitrobenzylamine hydrochloride (500 mg, 2.65 mmol) and acetone (0.39 ml, 5.30 mmol) in methanol (13 ml) was added sodium cyanoborohydride (500 mg, 7.95 mmol) at 0° C. The temperature was warm up to room temperature. After stirring for 3 hr, the mixture was concentrated in vacuo and extracted with dichloromethane. The combined organic phase was washed with water and brine, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo to give N-isopropyl-2-nitrobenzylamine as yellow oil. This compound was used in next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06812238B1
Source datasetuspto-grants-2004_11
ORD IDord-641a5ec31f824ecb97d3ed762f92b020
Source noteuspto-grants-2004_11