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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 40792Erstellt: 23. Oktober 2026

Methylamine → 1198225-51-2

https://huagongshe.com/de/reaction/40792

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethylamineHCID 6329—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt1-Phenylcyclopropanecarboxylic acidHCID 80206—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
LösungsmittelMethanolHCID 887—
LösungsmittelDimethylformamideHCID 6228—
Produkt1198225-51-2HCID 5816871134,1%

Reaktionsschritte

1-Phenylcyclopropanecarboxylic acid (2.95 g) was dissolved in DMF (120 mL). To the solution, EDC.HCl (5.2 g), HOBt (3.2 g), and a solution of methylamine in methanol (40%, 1.94 mL) were added, and the mixture was stirred at room temperature for 5 hours. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (50% ethyl acetate/hexane). An aliquot (1.1 g) of the obtained amide compound (2.9 g) was dissolved in THF (60 mL). To the solution, a solution of LAH in THF (2.4 M, 7.9 mL) was added dropwise at 0° C., and the mixture was heated to reflux at 80° C. for 12 hours. To the reaction mixture, water (4.0 mL) was gradually added dropwise at 0° C. The precipitate was removed by filtration and washed with THF (60 mL). Then, the combined filtrate was concentrated under reduced pressure to obtain the title compound (1.0 g) as a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08530490B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-f6bc5e03c5a04fc3b945c958532c1f0d
Quellennotizuspto-grants-2013_09