Reaktion #2294235

Reaktionsgleichung

(S)-2-(5-bromo-2,7-dimethylquinolin-6-yl)-2-hydroxyethyl pivalate

perchloric acid

→

(S)-2-(5-bromo-2,7-dimethylquinolin-6-yl)-2-tert-butoxyethyl pivalate

Lösungsmittel

t-butylacetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigequenched with slow addition of NaHCO3 solution
2. 2
   ExtraktionThe mixture was extracted with ethyl acetate
3. 3
   WaschenThe organic layer was washed with brine
4. 4
   Sonstigedried
5. 5
   Einengenconcentrated in vacuo
6. 6
   SonstigeThe obtained residue was purified by flash chromatography

Vorschrift

To a stirred solution of (S)-2-(5-bromo-2,7-dimethylquinolin-6-yl)-2-hydroxyethyl pivalate (330 mg, 0.87 mmol) in t-butylacetate (10 mL) was added perchloric acid (0.3 mL, 3.5 mmol) at 0° C. The mixture was stirred at room temperature for 2 hours, quenched with slow addition of NaHCO3 solution. The mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried and concentrated in vacuo. The obtained residue was purified by flash chromatography to provide (S)-2-(5-bromo-2,7-dimethylquinolin-6-yl)-2-tert-butoxyethyl pivalate. LCMS-ESI+ (m/z): [M+H]+ calc'd for C22H31BrNO3: 436.1; Found: 436.2.

Quelle