N-(4-Bromo-5,6,7,8-tetrahydronaphthalen-1-yl)-acetamide → N-(4-Cyano-5,6,7,8-tetrahydronaphthalen-1-yl)-acetamide
Reaktionsgleichung
Br[C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[C:5]([NH:12][C:13](=[O:15])[CH3:14])=[CH:4][CH:3]=1.[C:16]([Cu])#[N:17]>CN(C=O)C>[C:16]([C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[C:5]([NH:12][C:13](=[O:15])[CH3:14])=[CH:4][CH:3]=1)#[N:17]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A suspension of compound 2B (1 g, 3.7 mmol) and CuCN (0.335 g, 0.374 mmol) in anhydrous DMF (8 mL) was refluxed for 5 h. After cooling to rt, the reaction mixture was concentrated under reduced pressure to remove most of the DMF and the remaining residue triturated with EtOAc (5×). The combined EtOAc was washed with water and brine, dried (Na2SO4), and concentrated under reduced pressure to dryness to yield compound 2C (0.8 g) as a yellow solid.