تفاعل #56066

معادلة التفاعل

sodium methylate

sodium

5-(1-hydroxy-2-tert-butylaminopropyl)-8-hydroxycarbostyril hydrochloride

→

8-(3,4-methylenedioxyphenylcarbonyloxy)-5-(1-hydroxy-2-tert-butylaminopropyl)carbostyril

المذيبات

methanol

methanol

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added to the suspension
2. 2
   تركيزThe mixture was then concentrated to dryness
3. 3
   workup.DISSOLUTIONthe resulting residue was dissolved in 10 ml of dimethylformamide
4. 4
   workup.DISSOLUTION593 mg of piperonylyl chloride dissolved in 5 ml of dimethylformamide
5. 5
   workup.ADDITIONwas then added dropwise to the mixture
6. 6
   درجة الحرارةwhile cooling with ice-water
7. 7
   workup.ADDITIONwater was added to the mixture
8. 8
   استخلاصfollowed by extraction with chloroform
9. 9
   أخرىChloroform was removed by distillation, and diethyl ether
10. 10
    workup.ADDITIONwas added to the residue
11. 11
    أخرىto crystallize the product
12. 12
    أخرىThe crystals thus obtained
13. 13
    أخرىwere separated by filtration
14. 14
    غسيلwashed with diethyl ether
15. 15
    أخرىrecrystallized from a mixture of chloroform and diethyl ether

الإجراء التجريبي

1 g of 5-(1-hydroxy-2-tert-butylaminopropyl)-8-hydroxycarbostyril hydrochloride was suspended in 15 ml of methanol, and sodium methylate prepared from 155 mg of sodium metal and 3.3 ml of absolute methanol was added to the suspension. The mixture was then concentrated to dryness, and the resulting residue was dissolved in 10 ml of dimethylformamide. 593 mg of piperonylyl chloride dissolved in 5 ml of dimethylformamide was then added dropwise to the mixture while cooling with ice-water. The mixture was then stirred for 1 hour, and water was added to the mixture followed by extraction with chloroform. Chloroform was removed by distillation, and diethyl ether was added to the residue to crystallize the product. The crystals thus obtained were separated by filtration, washed with diethyl ether and recrystallized from a mixture of chloroform and diethyl ether to obtain 520 mg of 8-(3,4-methylenedioxyphenylcarbonyloxy)-5-(1-hydroxy-2-tert-butylaminopropyl)carbostyril having a melting point of 156°-157° C.

المصدر