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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2373690Generated: October 26, 2026

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

https://huagongshe.com/reaction/2373690

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 numberUS07459561B2
Source datasetuspto-grants-2008_12
ORD IDord-7913670537534da0b156e865e17e1b7d
Source noteuspto-grants-2008_12