Phenol → HCID 69917637, compound

Participants

Reaction Steps

A mixture of Example 216B (50 mg, 0.1 mmol), phenol (94 mg, 1.0 mmol) and KOH (11.2 mg, 0.2 mmol) was heated at 140 C in a sealed bottle for 2 hrs. The mixture was concentrated to dryness. The residue was then treated with TFA (1 mL) at rt for 10 min. Upon Removal of TFA, the crude product was purified on C18 HPLC to give rhe title compound (4.3 mg, 5.3%). MS (DCI/NH3) m/z 463 (M+1)+; 1HNMR (400 MHz, MeOD) δ ppm 3.30 (m, 1 H) 3.48 (dd, J=13.81, 7.06 Hz, 1 H) 4.00 (m, 1 H) 4.27 (dd, J=10.43, 5.83 Hz, 1 H) 4.40 (dd, J=10.43, 3.07 Hz, 1 H) 7.15-7.01 (m, 5H) 7.26-7.23 (m, 2H) 7.48-7.32 (m, 6H) 7.59 (d, J=7.98 Hz, 1 H) 7.87 (m, 1 H) 8.16 (d, J=5.52 Hz, 1 H) 8.35 (s, 1 H) 8.53 (s, 1 H).

Provenance & Evidence