تفاعل #2025286

معادلة التفاعل

(-)-4-acetyl-4'-(2-hydroxypropyl)biphenyl

propyl iodide

→

(-)-4-acetyl-4'-(2-propoxypropyl)biphenyl

المردود 30.5%

المذيبات

CHCl3

chloroform

silver

ظروف التفاعل

المعالجة

1. 1
   أخرىInto a four-necked flask provided with a stirrer
2. 2
   ترشيحwas filtered off
3. 3
   تركيزthe filtrate was concentrated under a reduced pressure
4. 4
   غسيلThe resulting residue was subjected to a silica gel column chromatography (elution medium: toluene/ethyl acetate=10/1)

الإجراء التجريبي

Into a four-necked flask provided with a stirrer and a thermometer, 25.4 g of (-)-4-acetyl-4'-(2-hydroxypropyl)biphenyl (XXIII-43) [0.1 mol, [α]D20 =-11.2° (C=1, CHCl3)], 69.5 g (0.3 mol) of silver oxide and 255 g (1.5 mol) of propyl iodide were charged, and then stirred at room temperature for 15 days. Thereafter, the reaction mixture was diluted with 300 ml of chloroform, and silver salt was filtered off, and thereafter, the filtrate was concentrated under a reduced pressure. The resulting residue was subjected to a silica gel column chromatography (elution medium: toluene/ethyl acetate=10/1) to obtain 9.0 g of (-)-4-acetyl-4'-(2-propoxypropyl)biphenyl (XXII-43) [yield=30.5%, [α]D20 =-10.2° (C=1, CHCl3), m.p.=53°-55° C.] and 17.4 g of the starting material (XXIII-43) with recovery of 68.5%.

المصدر