تفاعل #58885

معادلة التفاعل

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

hydrochloric acid

1,3-Bis(diphenylphosphino)propane

potassium carbonate

Butoxy-ethene

→

title product

المردود 42.0%

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

المردود 42.0%

المذيبات

DMF

H2O

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted with CH2Cl2
2. 2
   أخرىThe organic phase was evaporated on celite
3. 3
   أخرىthe residue was purified by flash chromatography

الإجراء التجريبي

(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).

المصدر