Reaktion #46725

Reaktionsgleichung

HCl

N-(2,4-dihydroxy phenyl)-2,2,2-trifluoro-acetamide

K2CO3

1-bromooctane

→

black solid

Ausbeute 82.5%

N-(2-Hydroxy-4-octyloxy-phenyl)-2,2,2-trifluoro-acetamide

Ausbeute 82.5%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with diethylether (30 mL)
2. 2
   TrocknenThe organic phase was dried (MgSO4)
3. 3
   Filtrationfiltered
4. 4
   Sonstigethe eluate evaporated

Vorschrift

To a solution of N-(2,4-dihydroxy phenyl)-2,2,2-trifluoro-acetamide (0.44 g; 2 mmol) in DMF (4 mL) was added K2CO3 and 1-bromooctane (0.37 mL; 2.1 mmol). The slurry was stirred for 2 days at room temperature, poured onto 0.1 M HCl (aq.; 50 mL) and then extracted with diethylether (30 mL). The organic phase was dried (MgSO4), filtered and the eluate evaporated to leave 550 mg of black solid which was purified by chromatography (SiO2; PE80-100° C./EtOAc=4:1) to leave 100 mg (15%) of a pure white solid. Mp. 114-116° C.; MS (GC-MS; Cl): 334 (MH+).

Quelle