Reaktion #601230

Reaktionsgleichung

ethyl 2-tert-butoxy-2-(1-(4-chlorophenyl)-3,5-dimethylnaphthalen-2-yl)acetate

lithium hydroxide

→

powder

Ausbeute 56.4%

2-tert-butoxy-2-(1-(4-chlorophenyl)-3,5-dimethylnaphthalen-2-yl)acetic acid

Ausbeute 56.4%

Lösungsmittel

tetrahydrofuran ethanol water

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction was purified by reverse phase HPLC (Gemini, 40-100% ACN/H2O+0.1% TFA)

Vorschrift

To a solution of ethyl 2-tert-butoxy-2-(1-(4-chlorophenyl)-3,5-dimethylnaphthalen-2-yl)acetate (32 mg, 0.075 mmol) in tetrahydrofuran: ethanol:water (2:2:1, 3 mL) was added lithium hydroxide (9 mg, 0.377 mmol) and the reaction was heated to 50° C. overnight. The reaction was purified by reverse phase HPLC (Gemini, 40-100% ACN/H2O+0.1% TFA). The product was lyophilized to give a white powder (16.8 mg). 1H-NMR: 400 MHz, (CD3OD) δ: 7.86 (s, 1H), 7.54 (m, 3H), 7.29 (m, 2H), 7.16 (t, J=8.8 Hz, 1H), 7.08 (d, J=8.8 Hz, 1H), 5.17 (s, 1H), 2.69 (s, 3H), 2.65 (s, 3H), 0.98 (s, 9H). LCMS-ESI− (m/z): [M−H]− calcd for C24H24ClO3: 395.15; found: 394.97.

Quelle