Potassium Carbonate → HCID 16086954, compound

Participants

Reaction Steps

A mixture of compound 19b (540 mg, 1.13 mmol), phenol 9 (461 mg, 1.13 mmol), K2CO3 (392 mg, 2.83 mmol), and a catalytic amount of KI in cyclohexanone (6.50 ml) is reacted in analogy to the already described reaction instructions for the synthesis of compound 20a. The subsequent purification through column chromatography (silica gel, ethyl acetate/petroleum ether 1:2) produced 768 mg (85%) of compound 20b as colorless oil. IR (film) 2900, 2830, 1710, 1650, 1590 cm−1; 1H-NMR (CDCl3) δ 8.00 (d, 8.6 Hz, 2H), 7.94 (d, 8.4 Hz, 2H), 7.25 (d, 8.4 Hz, 2H), 7.05 (d, 8.6 Hz, 2H), 6.05 (t, 1.9 Hz, 1H), 6.02 (d, 1.9 Hz, 2H), 4.95 (s, 2H), 3.92 (s, 3H), 3.91-3.82 superimposed signals (3.90, s, 3H and m, 6H), 2.12 (t, 7.4 Hz, 2H), 1.80-1.61 (m, 8H), 1.47-1.20 (m, 30H), 0.88 (t, 6.7 Hz, 6H); MS (FD) m/z 802 (M+). Anal. calc. for C49H71NO8: C, 73.37; H, 8.92; N, 1.75. Found C, 73.25; H, 8.78; N, 1.87.

Provenance & Evidence