Reaktion #480463

Reaktionsgleichung

N2

4-(phenylmethoxy)phenylboronic acid

4-bromopyridine hydrobromide

Na2CO3

→

title compound

Ausbeute 94.5%

4-[4-(Phenylmethoxy)phenyl]pyridine

Ausbeute 94.5%

Lösungsmittel

MeCN

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigea degassed
2. 2
   FiltrationThe cooled suspension was filtered
3. 3
   Waschenthe resulting solid was washed with aqueous MeCN
4. 4
   ExtraktionThe filtrate was extracted with CH2Cl2
5. 5
   TrocknenThe organic layer was dried (MgSO4)
6. 6
   Filtrationfiltered
7. 7
   Einengenconcentrated under reduced pressure
8. 8
   SonstigeThe residue was purified by flash chromatography (EtOAc)
9. 9
   Sonstigeobtained by filtration

Vorschrift

Pd(PPh3)4 (10.0 mg, 0.01 mmol) was added to a degassed (N2) mixture of 4-(phenylmethoxy)phenylboronic acid (230 mg, 1.01 mmol), 4-bromopyridine hydrobromide (194 mg, 1.00 mmol), aqueous 1 M Na2CO3 solution (4.0 mL) in MeCN (4 mL). The reaction mixture was heated to 85° C. for 5 h. The cooled suspension was filtered and the resulting solid was washed with aqueous MeCN. The filtrate was extracted with CH2Cl2. The organic layer was dried (MgSO4), filtered and concentrated under reduced pressure. The residue was purified by flash chromatography (EtOAc) and combined with the solid obtained by filtration to give the title compound (247 mg, 94% yield) as a white solid.

Quelle