تفاعل #53612

معادلة التفاعل

Sodium hydride

compound ( 33 )

2,9-Dihydro-6-oxa-2-azabenzo[cd]azulen-8-one ethylene ketal

benzenesulfonyl chloride

→

titled compound ( 34 )

المردود 69.0%

2-Benzenesulfonyl-2,9-dihydro-6-oxa-2-azabenzo[cd]azulen-8-one ethylene ketal

المردود 69.0%

المذيبات

dimethylformamide

chloroform hexane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwith cooling in ice
2. 2
   استخلاصwas extracted with ethyl acetate
3. 3
   غسيلThe extracts were washed with brine
4. 4
   تجفيفdried over anhydrous magnesium sulfate
5. 5
   تركيزconcentrated under reduced pressure
6. 6
   أخرىThe residue obtained

الإجراء التجريبي

60% Sodium hydride 33 mg was added to a solution of compound (33) in dry dimethylformamide 2 ml with cooling in ice and the mixture was stirred for 10 min. Then, benzenesulfonyl chloride 152 mg was added. The mixture was heated at 60° C. for 14 h. Ice-water was added to the reaction mixtures, which was extracted with ethyl acetate. The extracts were washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue obtained was choromatographed on aluminum oxide in chloroform:hexane (1:1) to give the titled compound (34) as a pale yellow oil, 187 mg. Yield 69%.

المصدر