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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2118018Generated: October 31, 2026

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

https://huagongshe.com/reaction/2118018

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 numberUS07442795B2
Source datasetuspto-grants-2008_10
ORD IDord-1b9fbd37556e4fefb36d83e1ba61656c
Source noteuspto-grants-2008_10