Reaktion #53612

Reaktionsgleichung

Sodium hydride

compound ( 33 )

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

benzenesulfonyl chloride

→

titled compound ( 34 )

Ausbeute 69.0%

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

Ausbeute 69.0%

Lösungsmittel

dimethylformamide

chloroform hexane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwith cooling in ice
2. 2
   Extraktionwas extracted with ethyl acetate
3. 3
   WaschenThe extracts were washed with brine
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   Einengenconcentrated under reduced pressure
6. 6
   SonstigeThe residue obtained

Vorschrift

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%.

Quelle