4-Hydroxybiphenyl → HCID 58822934, compound

Participants

Reaction Steps

A solution of triphenylphosphine (0.195 g, 0.742 mmol) in 5 mL of dry THF was treated at 0° C. with diethylazodicarboxylate (0.117 mL, 0.742 mmol) and stirred for 20 min. A solution of (1R*,3R*)-3-(tert-butyldimethylsilanyloxy)cyclopentanol (0.146 g, 0.675 mmol) and 4-phenyl phenol (0.126 g, 0.0.724 mmol) in 5 mL of dry THF was added to the solution, and the mixture was stirred at room temperature overnight. The solution was concentrated under vacuum and purified by silica gel chromatography (silica gel, hexanes/ethyl acetate 6:1, Rf0.66). 1H-NMR (200.15 MHz, CDCl3): δ 7.58–7.29 (m, 7H); 6.93 (d, 2H, J=8.92), 4.76–4.65 (m, 1H), 4.32–4.21 (m, 1H), 2.38 (qn, 1H, J=7.0), 2.04–1.94 (m, 2H), 1.87–1.78 (m, 3H), 0.90 (s, 9H), 0.07 (s, 3H), 0.06 (s, 3H).

Provenance & Evidence