Dichloromethane → HCID 136404540, Verbindung

Reaktionsgleichung

C[O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:16]=1[C:15]([NH2:17])=[C:14]1[C:9]([CH2:10][CH2:11][CH2:12][CH2:13]1)=[N:8]2.B(Br)(Br)Br.[Cl:22]CCl>>[ClH:22].[OH:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:16]=1[C:15]([NH2:17])=[C:14]1[C:9]([CH2:10][CH2:11][CH2:12][CH2:13]1)=[N:8]2

Komponenten

Edukt 3

HCID 6344Dichloromethane2×

HCID 25134Boron tribromide

HCID 197702928-Methoxy-1,2,3,4-tetrahydro-9-acridinamine

Produkt 1

HCID 136404540HCID 136404540, VerbindungAusbeute 61 %

Versuchsvorschrift

8-Methoxy-1,2,3,4-tetrahydro-9-acridinamine (4.0 g) was dissolved in dichloromethane (76 ml). Boron tribromide in dichloromethane (15.0 ml of a 1.0M solution) was added, and the reaction mixture was stirred 1 hr and then concentrated under reduced pressure. The residue was dissolved in warm water (100 ml), concentrated hydrochloric acid (400 ml) was added and the solution was chilled overnight in the refrigerator. The salt was collected and recrystallized from methanol-ether to give 2.68 g (61%) of product, mp 270° C. (dec).