反応 #1060465

反応方程式

2,2'-dihydroxybenzophenone

pyridine

4-t-butylazo-4-cyanovaleryl chloride

→

2-(4-t-butylazo-4-cyanovaleryloxy)-2'-hydroxybenzophenone

収率 71.2%

溶媒

pentane

ether

water

反応条件

後処理

1. 1
   workup.ADDITIONwas added 5.0 g
2. 2
   その他did not rise above 25° C
3. 3
   workup.ADDITIONAfter completion of the addition the reaction mixture
4. 4
   その他The ether layer was separated
5. 5
   洗浄washed consecutively with 5% HCl, water, 10% NaHCO3 solution and saturated sodium chloride solution
6. 6
   その他The ether was evaporated off
7. 7
   その他leaving a yellow solid
8. 8
   ろ過filtered
9. 9
   その他air dried
10. 10
    温度on heating above 80° C

実験手順

To a solution of 4.68 g. (.0218 m) of 2,2'-dihydroxybenzophenone and 2.5 ml of pyridine in 30 ml of ether in a 4 neck 100 ml round bottom flask equipped with a thermometer, condenser and magnetic stirring bar was added 5.0 g. (0.0218 m) of 4-t-butylazo-4-cyanovaleryl chloride dropwise with cooling so the temperature did not rise above 25° C. After completion of the addition the reaction mixture was stirred 1/2 hour at room temperature and then diluted with 100 ml of water. The ether layer was separated, washed consecutively with 5% HCl, water, 10% NaHCO3 solution and saturated sodium chloride solution. The ether was evaporated off leaving a yellow solid. The solid was slurried in pentane, filtered and air dried. The product weighed 6.3 g. (71.2% yield) and decomposed slowly on heating above 80° C. The infrared spectrum of the product was in agreement with the structure of the desired product.

出典