Réaction #53624

Équation de réaction

Magnesium

compound ( 55 )

(2-Benzenesulfonyl-1-ethyl-2,7,8,9-tetrahydro-6-oxa-2-azabenzo[cd]azulen-8-yl)dimethylamine

→

titled compound

Rendement 79.0%

(1-Ethyl-2,7,8,9-tetrahydro-6-oxa-2-azabenzo[cd]azulen-8-yl)dimethylamine

Rendement 79.0%

Solvants

chloroform

methanol

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONIce was added to the reaction mixture which
2. 2
   FiltrationThe insoluble materials were filtered off through cerite and the filtrate
3. 3
   Extractionwas extracted with chloroform
4. 4
   LavageThe extracts were washed with brine
5. 5
   Séchagedried over anhydrous magnesium sulfate
6. 6
   Concentrationconcentrated under reduced pressure
7. 7
   AutreThe residue obtained
8. 8
   Autrewas chromatographed on aluminum oxide in chloroform:hexane (2:1)

Mode opératoire

Magnesium (turning) 246 mg was added to compound (55) in methanol 9 ml and the mixture was stirred at room temperature for 3 h. Ice was added to the reaction mixture which was diluted with chloroform. The insoluble materials were filtered off through cerite and the filtrate was extracted with chloroform. The extracts were washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue obtained was chromatographed on aluminum oxide in chloroform:hexane (2:1) to give the titled compound as a pale yellow oil 97.8 mg. Yield 79%. This was treated with 1 eq. oxalic acid to give the salt, which was recrystallized from ether-methanol to give colorless crystals, m.p. 236-237° C. (dec.).

Source