تفاعل #430819

معادلة التفاعل

3-chloro-1-propanol

4-cyano-4'-hydroxybiphenyl

NaOH

NaOH

→

4-cyano-4'-(3-hydroxypropoxy)biphenyl

المردود 21.0%

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe mixture was heated
2. 2
   درجة الحرارةrefluxed for 18 hours
3. 3
   workup.DISTILLATIONEthanol was distilled off
4. 4
   workup.ADDITIONThen, 300 ml of water was added to the reaction solution
5. 5
   أخرىPrecipitated crystals
6. 6
   ترشيحwere collected by filtration
7. 7
   workup.ADDITIONThen, 1200 ml of toluene was added
8. 8
   غسيلthe toluene layer was washed with water
9. 9
   تجفيفa saturated sodium chloride aqueous solution and then dried over anhydrous sodium sulfate
10. 10
    workup.DISTILLATIONFurther, the solvent was distilled off under reduced pressure
11. 11
    أخرىthe residue was recrystallized from ethanol

الإجراء التجريبي

Into a 300 ml flask, 20 g (102.4 mmol) of 4-cyano-4'-hydroxybiphenyl, 140 ml of ethanol and a NaOH aqueous solution (7.48 g (132.2 mmol) of NaOH/40 ml of water) were added. The mixture was stirred at 80° C. for 10 minutes, and then 10.66 g (112.8 mmol) of 3-chloro-1-propanol was added thereto. The mixture was heated and refluxed for 18 hours. Ethanol was distilled off. Then, 300 ml of water was added to the reaction solution, and the mixture was neutralized with hydrochloric acid. Precipitated crystals were collected by filtration. Then, 1200 ml of toluene was added thereto, and the toluene layer was washed with water and a saturated sodium chloride aqueous solution and then dried over anhydrous sodium sulfate. Further, the solvent was distilled off under reduced pressure, and the residue was recrystallized from ethanol to obtain 5.34 g (yield: 21%) of 4-cyano-4'-(3-hydroxypropoxy)biphenyl (7) as colorless crystals.

المصدر