Reacción #53624

Ecuación de reacción

Magnesium

compound ( 55 )

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

→

titled compound

Rendimiento 79.0%

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

Rendimiento 79.0%

Disolventes

chloroform

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONIce was added to the reaction mixture which
2. 2
   FiltraciónThe insoluble materials were filtered off through cerite and the filtrate
3. 3
   Extracciónwas extracted with chloroform
4. 4
   LavadoThe extracts were washed with brine
5. 5
   Secadodried over anhydrous magnesium sulfate
6. 6
   Concentraciónconcentrated under reduced pressure
7. 7
   OtroThe residue obtained
8. 8
   Otrowas chromatographed on aluminum oxide in chloroform:hexane (2:1)

Procedimiento

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.).

Fuente