Reaktion #1593964

Reaktionsgleichung

Methane sulfonic acid

1B

2-(6-Methoxy-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)acetic acid

ethanol

→

title compound

Ausbeute 81.0%

Ethyl 2-(6-methoxy-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)acetate

Ausbeute 81.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeEthanol was removed from the reaction mixture under reduced pressure, and residue
2. 2
   workup.ADDITIONwas diluted with ethyl acetate
3. 3
   Extraktionextracted with brine solution
4. 4
   TrocknenThe organic layer was dried over sodium sulfate
5. 5
   Filtrationfiltered
6. 6
   Einengenthe filtrate was concentrated under vacuum

Vorschrift

Methane sulfonic acid (450 mL) was added to a solution of 1B (250 g, 1067 mmol) in ethanol (1.5 L), and the mixture was stirred at room temperature for 16 h. Ethanol was removed from the reaction mixture under reduced pressure, and residue was diluted with ethyl acetate and extracted with brine solution. The organic layer was dried over sodium sulfate and filtered, and the filtrate was concentrated under vacuum to afford the title compound (241 g, 81%) as a solid. 1H NMR (400 MHz, CDCl3): δ 7.99 (d, J=8.8 Hz, 1H), 6.82 (dd, J1=2.4 Hz, J2=8.8 Hz, 1H), 6.68 (d, J=2.4 Hz, 1H), 4.18 (q, J=8.1 Hz, 2H), 3.8 (s, 3H), 3.12-2.85 (m, 4H), 2.39 (q, J=9.0 Hz, 1H), 2.23 (m, 1H), 1.94 (dq, J1=4.5 Hz, J2=12.6 Hz, 1H), 1.28 (t, J=7.5 Hz, 3H). ESI-MS m/z: 263 (M+H)+.

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