تفاعل #2353828

معادلة التفاعل

1,2,3,4-tetrahydro-quinolin-7-ol

phenylboronic acid

triethylamine

→

title compound

المردود 7.0%

7-Phenoxy-1,2,3,4-tetrahydro-quinoline

المردود 7.0%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   ترشيحfiltered through celite
2. 2
   غسيلwashing with dichloromethane
3. 3
   تركيزThe filtrate was concentrated in vacuo
4. 4
   أخرىthe residue was purified by flash chromatography (silica gel, ethyl acetate/heptane gradient)

الإجراء التجريبي

To a solution of 0.15 g (1.01 mmol) 1,2,3,4-tetrahydro-quinolin-7-ol in 10 ml dichloromethane were added 0.19 g (1.56 mmol) phenylboronic acid, 0.27 g (1.49 mmol) copper(II) acetate, a spatula end of 4 Å molecular sieves and 0.64 ml (5.03 mmol) triethylamine. The reaction mixture was stirred at room temperature for 72 hours and then filtered through celite, washing with dichloromethane. The filtrate was concentrated in vacuo and the residue was purified by flash chromatography (silica gel, ethyl acetate/heptane gradient) to afford 15 mg (7%) of the title compound as a light yellow oil. MS (ISP): 226.3 ([M+H]+).

المصدر