Reaktion #74802

Reaktionsgleichung

allyl bromide

1-(2-isopropylaminopropyl)-9-methoxy-3,4,5,5a,6,7-hexahydro-2H-naphth[1,2-d]azepin-2-one hydrochloride

allyl bromide

potassium carbonate

potassium carbonate

→

1-[2-(N-isopropyl-N-allylamino)propyl]-9-methoxy-3,4,5,5a,6,7-hexahydro-2H-naphth[1,2-d]azepin-2-one

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONThe mixture of 7.58 g
2. 2
   Temperaturis refluxed for 3 hours
3. 3
   Temperaturrefluxed overnight
4. 4
   SonstigeIt is evaporated
5. 5
   workup.ADDITIONwater is added to the residue
6. 6
   Extraktionthe mixture extracted with chloroform
7. 7
   SonstigeThe extract is evaporated
8. 8
   Sonstigethe residue crystallized from petroleum ether
9. 9
   Sonstigerecrystallized from ethyl acetate

Vorschrift

The mixture of 7.58 g of slow moving 1-(2-isopropylaminopropyl)-9-methoxy-3,4,5,5a,6,7-hexahydro-2H-naphth[1,2-d]azepin-2-one hydrochloride, 4.8 g of allyl bromide, 5.5 g of potassium carbonate and 100 ml of anhydrous ethanol is refluxed for 3 hours. The mixture is recharged with 2.4 g of allyl bromide and 2.75 g of potassium carbonate and refluxed overnight. It is evaporated, water is added to the residue and the mixture extracted with chloroform. The extract is evaporated, the residue crystallized from petroleum ether and recrystallized from ethyl acetate to yield the 1-[2-(N-isopropyl-N-allylamino)propyl]-9-methoxy-3,4,5,5a,6,7-hexahydro-2H-naphth[1,2-d]azepin-2-one, melting at 168°-170°.

Quelle