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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 580097Generated: October 30, 2026

Acetic Acid → 2-(Aminomethyl)aniline

https://huagongshe.com/reaction/580097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium HydroxideHCID 14798—
ReactantN-[(2-Nitrophenyl)methylidene]hydroxylamineHCID 96097—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product2-(Aminomethyl)anilineHCID 17809679.4%

Reaction Steps

16.6 g (0.1 mol) of this o-nitrobenzaldoxime, 0.83 g of a 5% Pd-C catalyst, 12 g (0.2 mol) of glacial acetic acid and 100 ml of tetrahydrofurane were charged into a hermetically sealed glass container and stirred vigorously while charging hydrogen. Reaction was continued at temperatures of 25°-35° C. for 7 hours. After the reaction, the resulting mixture was filtered to remove the catalyst, was added with 8 g (0.2 mol) of sodium hydroxide and was subject to distillation. Thus, 9.7 g of o-aminobenzylamine was obtained. Yield 79.4%; Purity 99.4%; B.P. 91°-93° C./1 mmHg. M.P. 58°-61° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04751328
Source datasetuspto-grants-1988_06
ORD IDord-5120a784b172480c9d45fac5fb46e33c
Source noteuspto-grants-1988_06