Lithium hydroxide, monohydrate → 11-(1-Carboxycyclobutyl)-2,2-dimethyl-7-oxoundecanoic acid

Participants

Reaction Steps

Compound 107e was prepared likewise Method D starting from 106e (8.83 g, >90% pure by 1H NMR, 20.8 mmol) and LiOH.H2O (2.91 and 1.94 g after 18 h, 69.4 and 46.2 mmol) to give, after recrystallized from iPr2O/heptane, 7e (5.19 g, 76%) as a white solid. mp=53-55° C. 1H NMR: δ 10.80 (br s, 2H), 2.50-2.35 (m, 2H), 2.39 (t, J=7.2 Hz, 4H), 1.98-1.74 (m, 6H), 1.65-1.49 (m, 6H), 1.31-1.11 (m, 4H), 1.18 (s, 6H). 13C NMR: δ 210.6, 184.3, 183.4, 47.6, 42.7, 42.6, 42.2, 40.5, 37.8, 30.1 (2×), 25.1 (2×), 24.8, 24.7, 24.2, 24.1, 15.7.

Provenance & Evidence