تفاعل #685481

معادلة التفاعل

water

Hydrogen fluoride

[7-benzyloxy-1-(2-hydroxy-2-methylpropyl)-1H-imidazo[4,5-c]quinolin-2-yl]methyl acetate

mCPBA

→

[7-benzyloxy-1-(2-hydroxy-2-methylpropyl)-5-oxido-1H-imidazo[4,5-c]quinolin-2-yl]methyl acetate

المردود 100.5%

المذيبات

DMF

methanol

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas then added to the reaction mixture
2. 2
   workup.STIRRINGthe resulting mixture was stirred vigorously for 30 minutes
3. 3
   أخرىThe solid product was isolated by filtration
4. 4
   غسيلwashed with deionized water
5. 5
   أخرىdried under vacuum at 50° C
6. 6
   أخرىThe solid was then triturated with diethyl ether (500 mL) for one hour
7. 7
   أخرىisolated by filtration
8. 8
   غسيلwashed with diethyl ether (400 mL)
9. 9
   أخرىdried under vacuum at 40° C.

الإجراء التجريبي

Hydrogen fluoride (7.5 g of 48%, 0.18 mol) was added to a solution of [7-benzyloxy-1-(2-hydroxy-2-methylpropyl)-1H-imidazo[4,5-c]quinolin-2-yl]methyl acetate (40.0 g, 0.0953 mol) in DMF (910 mL) and methanol (300 mL). mCPBA (60.6 g, 0.200 mol, 57% pure) was then added in one portion, and the reaction was stirred at ambient temperature for 5.5 hours. A mixture of ice and deionized water (4 L) was then added to the reaction mixture, and the resulting mixture was stirred vigorously for 30 minutes. The solid product was isolated by filtration, washed with deionized water, and dried under vacuum at 50° C. The solid was then triturated with diethyl ether (500 mL) for one hour, isolated by filtration, washed with diethyl ether (400 mL), and dried under vacuum at 40° C. to provide 41.7 g of [7-benzyloxy-1-(2-hydroxy-2-methylpropyl)-5-oxido-1H-imidazo[4,5-c]quinolin-2-yl]methyl acetate.

المصدر