Reaktion #7807

Reaktionsgleichung

2-(3-{[tert-butyl-(dimethyl)silyl]oxy}-4-bromomethylphenyl)-1,3-benzoxazole

sodium cyanide

→

[4-(1,3-benzoxazol-2-yl)-2-hydroxyphenyl]acetonitrile

Lösungsmittel

EtOAc

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction was cooled to rt
2. 2
   Waschenwashed with H2O (2×50 mL)
3. 3
   Trocknendried (MgSO4)
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated in vacuo

Vorschrift

A mixture of 2-(3-{[tert-butyl-(dimethyl)silyl]oxy}-4-bromomethylphenyl)-1,3-benzoxazole (1.6 g, 3.8 mmol) and sodium cyanide (560 mg, 11.4 mmol) in DMF (10 mL) was stirred at 90° C. overnight. The reaction was cooled to rt and dissolved in EtOAc (200 mL), washed with H2O (2×50 mL), dried (MgSO4), filtered, and concentrated in vacuo to afford [4-(1,3-benzoxazol-2-yl)-2-hydroxyphenyl]acetonitrile as yellow solid. MS (ESI) 251 (M+H)+.

Quelle