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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1243564Generated: October 30, 2026

Methylamine → 2-[1-(Methylamino)ethyl]aniline

https://huagongshe.com/reaction/1243564

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
Reactant2'-AminoacetophenoneHCID 11086—
ReactantSodium triacetoxyborohydrideHCID 5049666—
CatalystAcetic AcidHCID 176—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product2-[1-(Methylamino)ethyl]anilineHCID 21925589—

Reaction Conditions

Temperature5 °C

Reaction Steps

Acetic acid (10 drops) was added to a solution of methylamine (10 g) in dichloromethane (150 ml) cooled to 5° C., followed by o-aminoacetophenone (3.5 g, 25.9 mmol), and the solution stirred for 10 minutes. Sodium triacetoxyborohydride (1.5 g, 38.8 mmol) was added and the reaction stirred at room temperature for 72 hours. The reaction was diluted with water, the layers separated, and the organic solution evaporated under reduced pressure to give the title compound as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07119088B2
Source datasetuspto-grants-2006_10
ORD IDord-5296d87e9d4943beb0f296c5c22a863c
Source noteuspto-grants-2006_10