반응 #58885

반응 방정식

(5-Bromo-2-methoxy-benzyl)-dimethyl-amine

hydrochloric acid

1,3-Bis(diphenylphosphino)propane

potassium carbonate

Butoxy-ethene

→

title product

수율 42.0%

1-(3-Dimethylaminomethyl-4-methoxy-phenyl)-ethanone

수율 42.0%

용매

DMF

H2O

반응 조건

후처리

1. 1
   추출extracted with CH2Cl2
2. 2
   기타The organic phase was evaporated on celite
3. 3
   기타the residue was purified by flash chromatography

실험 절차

(5-Bromo-2-methoxy-benzyl)-dimethyl-amine (29 mmol), Butoxy-ethene (100 mmol), Palladium acetate (0.9 mmol), 1,3-Bis(diphenylphosphino)propane (1.8 mmol), and potassium carbonate were suspended in DMF (50 ml) and H2O under argon. Heated at 80° C. overnight. Poured into hydrochloric acid (2 M) and stirred for 1 hour. The mixture was adjusted to basic pH and extracted with CH2Cl2. The organic phase was evaporated on celite and the residue was purified by flash chromatography to give the title product as orange oil in 42% yield. 1H-NMR (CDCl3) δ 7.90 (s, 1H), 7.88 (dd, 1H), 6.89 (d, 1H), 3.88 (s, 3H), 3.44 (s, 2H), 2.55 (s, 3H), 2.25 (s, 6H).

출처