Reaktion #601226

Reaktionsgleichung

ethyl 2-(5-bromo-1-(4-chlorophenyl)-3-methylnaphthalen-2-yl)-2-tert-butoxyacetate

lithium hydroxide

→

powder

Ausbeute 20.9%

2-(5-bromo-1-(4-chlorophenyl)-3-methylnaphthalen-2-yl)-2-tert-butoxyacetic acid

Ausbeute 20.9%

Lösungsmittel

tetrahydrofuran ethanol water

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeCrude reaction
2. 2
   Sonstigepurified by reverse phase HPLC (Gemini, 40-100% ACN/H2O+0.1% TFA)

Vorschrift

To a solution of ethyl 2-(5-bromo-1-(4-chlorophenyl)-3-methylnaphthalen-2-yl)-2-tert-butoxyacetate (30 mg, 0.061 mmol) in tetrahydrofuran:ethanol:water (2:2:1, 3 mL) was added lithium hydroxide (7 mg, 0.31 mmol) and the reaction was heated to 50° C. overnight. Crude reaction purified by reverse phase HPLC (Gemini, 40-100% ACN/H2O+0.1% TFA). Product lyophilized to give a white powder (5.9 mg). 1H-NMR: 400 MHz, (CD3OD) δ: 8.07 (s, 1H), 7.77 (d, J=6.0 Hz, 1H), 7.58 (s, 2H), 7.55 (as, 1H), 7.32 (d, J=8.8 Hz, 1H), 7.26 (d, J=8.8 Hz, 1H), 7.18 (m, 1H), 5.17 (s, 1H), 2.67 (s, 3H), 0.99 (s, 9H). LCMS-ESI− (m/z): [M−H]− calcd for C23H21BrClO3: 460.8. found; 460.2.

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