Reaktion #536274

Reaktionsgleichung

4-bromo-3-methoxyphenol

phenylboronic acid

→

1-Bromo-2-methoxy-4-phenoxybenzene

Lösungsmittel

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigedried flask
2. 2
   SonstigeReaction mixture
3. 3
   Filtrationwas then filtered through celite
4. 4
   EinengenThe filtrate was concentrated in vacuo
5. 5
   Sonstigeto give a residue which
6. 6
   Sonstigewas purified by silica gel chromatography
7. 7
   Wascheneluting with 5% EtOAc in hexane

Vorschrift

4-bromo-3-methoxyphenol (2.0 g, 0.0098 mol), phenylboronic acid (3.0 g, 0.025 mol), TEA (8.2 mL, 0.059 mol), cupric acetate (2.9 g, 0.016 mol) and DCM (100 mL) were added to a 100 mL oven dried flask and the reaction was stirred at rt for 48 h. Reaction mixture was then filtered through celite. The filtrate was concentrated in vacuo to give a residue which was purified by silica gel chromatography, eluting with 5% EtOAc in hexane. 1H NMR (400 MHz, CDCl3): δ=3.81 (s, 3H), 6.45 (dd, J=8.72, 2.65 Hz, 1H), 6.61 (d, J=2.53 Hz, 1H), 7.01 (d, J=8.34 Hz, 2H), 7.12 (t, J=7.33 Hz, 1H), 7.34 (t, J=7.96 Hz, 2H), 7.42 (d, J=8.59 Hz, 1H).

Quelle