Reaktion #1344648

Reaktionsgleichung

compound

(4-bromo-1,3-thiazol-2-yl)methanol

2-benzyloxyphenylboronic acid

sodium carbonate

→

title compound

Ausbeute 88.0%

{4-[2-(benzyloxy)phenyl]-1,3-thiazol-2-yl}methanol

Ausbeute 88.0%

Lösungsmittel

1,2-dimethoxyethane ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe resulting salt was filtered
2. 2
   Sonstigeremoved
3. 3
   Sonstigethe solvent was evaporated under reduced pressure
4. 4
   SonstigeThe obtained crude product
5. 5
   Sonstigewas purified by column chromatography (hexane-hexane/ethyl acetate=60/40)

Vorschrift

To a mixed solution of the compound (900 mg, 4.6 mmol) obtained in Example 30a, 2-benzyloxyphenylboronic acid (1.3 g, 5.6 mmol) and 2M aqueous sodium carbonate solution (2.8 mL, 5.6 mmol) in 1,2-dimethoxyethane-ethanol (v/v=3/1, 12 mL) was added [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane complex (380 mg, 0.46 mmol), and the mixture was stirred at 90° C. overnight. The resulting salt was filtered and removed, and the solvent was evaporated under reduced pressure. The obtained crude product was purified by column chromatography (hexane-hexane/ethyl acetate=60/40) to give the title compound (1.2 g, 88%) as colorless crystals.

Quelle