6-Methoxy-2-naphthaldehyde → HCID 178440904, Verbindung

Reaktionsgleichung

[Mg:1].C(C1C=C([Br:12])C=CC=1)=C(C)C.CO[C:15]1[CH:24]=[CH:23][C:22]2[C:17](=C[CH:19]=[C:20]([CH:25]=O)[CH:21]=2)[CH:16]=1>C1COCC1>[CH:21]([C:22]1[CH:17]=[C:16]([Mg:1][Br:12])[CH:15]=[CH:24][CH:23]=1)=[C:20]([CH3:25])[CH3:19]

Komponenten

Versuchsvorschrift

To a suspension of Rieke magnesium (0.12 g, 4.74 mmol; commercially available suspension) in dry THF (4.61 mL) was added neat 3-(iso-buten-1-yl)-phenylbromide (1.0 g, 4.74 mmol) at such a rate as to maintain a steady reflux. After the arylbromide was completely added, the reaction was refluxed under nitrogen for 0.5 hours. The solution was allowed to settle for 18 hours and the supernatant was determined to have a 0.56 m titer for active grignard by tritrating a known quantity of 2-methoxynaphthalene-6-carboxaldehyde.