反应 #2025286

反应方程式

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

propyl iodide

→

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

收率 30.5%

溶剂

CHCl3

chloroform

silver

反应条件

后处理

1. 1
   其他Into a four-necked flask provided with a stirrer
2. 2
   过滤was filtered off
3. 3
   浓缩the filtrate was concentrated under a reduced pressure
4. 4
   洗涤The resulting residue was subjected to a silica gel column chromatography (elution medium: toluene/ethyl acetate=10/1)

实验过程

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%.

来源