تفاعل #569999

معادلة التفاعل

hydrochloric acid

active amyl alcohol

pyridine

terephthalaldehydic acid chloride

→

p-(2-methylbutoxycarbonyl)benzaldehyde

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooled
2. 2
   درجة الحرارةheated
3. 3
   درجة الحرارةunder reflux for 2 hours
4. 4
   درجة الحرارةfurther cooled with ice
5. 5
   أخرىto remove pyridine in the organic layer
6. 6
   غسيلThe organic layer was then washed successively with water, 2N aqueous sodium hydroxide solution
7. 7
   workup.DISTILLATIONToluene as a solvent was distilled off in vacuum
8. 8
   أخرىthe remaining reaction product
9. 9
   workup.DISTILLATIONwas distilled in vacuum

الإجراء التجريبي

315 g of said terephthalaldehydic acid chloride dissolved in 400 ml of toluene was dropped into an ice-cooled mixed solution of commercially available S(-)-2-methylbutanol (optically active amyl alcohol) and 230 g of pyridine, and heated under reflux for 2 hours. The reaction solution was cooled to room temperature and further cooled with ice, and acidified by adding 6N hydrochloric acid thereto to remove pyridine in the organic layer. The organic layer was then washed successively with water, 2N aqueous sodium hydroxide solution, and again with water. Toluene as a solvent was distilled off in vacuum, and the remaining reaction product was distilled in vacuum to obtain p-(2-methylbutoxycarbonyl)benzaldehyde (b.p. 118°-124° C./3.5 Torr).

المصدر