Reaktionsgleichung
[Cl:1][C:2]1[C:9]([Cl:10])=[C:8]([O:11]C)[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].B(Br)(Br)Br>>[Cl:1][C:2]1[C:9]([Cl:10])=[C:8]([OH:11])[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5]Komponenten
3
Versuchsvorschrift
The title compound was prepared by reacting 2,3-dichloro-4-methoxybenzaldehyde (10 g, 49 mmol) with boron tribromide (147 ml of 1N solution in CH2Cl2, 147 mmol) according to method D to yield 11.3 g dark grey solid which is mainly the designed product indicated by 1H-NMR. It was triturated with 30% CHCl3 in hexane to give 3.6 g of grey solid as pure product. An analytical sample was afforded as white solid by reverse-phase preparative HPLC: mp 176-178° C.; 1H NMR (DMSO-d6): δ 7.10 (1H, d, J=8.68 Hz), 7.74 (1H, d, J=8.67 Hz), 10.16 (1H, s), 11.95 (1H, s); MS (ESI) m/z 189/191/193 (M−H)−, 193/191/195 (M+H)+.
Quellen und Nachweise
- ORD-Eintrag
- ord-2341c616c0344b9c9ed2c8d405e143d3
- Quelldatensatz
- uspto-grants-2007_10
- Patentnummer
- US07279600B2
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