Potassium vinyltrifluoroborate → 2-Tert-butoxy-2-(1-(4-chlorophenyl)-3-methyl-4-vinylnaphthalen-2-yl)acetic acid

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Reaction Steps

2-tert-butoxy-2-(1-(4-chlorophenyl)-3-methyl-4-vinylnaphthalen-2-yl)acetic acid (128) was prepared in a similar manner as 2-(4-bromo-1-(4-chlorophenyl)-3-methylnaphthalen-2-yl)-2-tert-butoxyacetic acid of Example 125, except using potassium vinyltrifluoroborate in the Suzuki coupling reaction, giving the title compound (parent form). 1H NMR (400 MHz, DMSO-d6) δ 12.78 (s, broad, 1H), 8.13 (d, J=8.2 Hz, 1H), 7.73-7.65 (m, 2H), 7.54-7.48 (m, 2H), 7.41-7.36 (m, 2H), 7.20 (d, J=8.2 Hz, 1H), 7.11 (dd, J=18.0, 11.7 Hz, 1H), 5.87 (d, J=11.4 Hz, 1H), 5.41 (d, J=18.0 Hz, 1H), 5.09 (s, 1H), 2.50 (s, 3H), 0.94 (s, 9H). LCMS-ESI− (m/z): [2M-2H+Na]− calcd for C50H48Cl2NaO6: 839.3; Found: 839.2.

Provenance & Evidence