Pyridine → HCID 10689171, compound

Participants

Reaction Steps

Pyridine (34 mL, 0.42 mmol) was added to a stirring mixture of 8h (56 mg, 0.17 mmol) and triphosgene (60 mg, 0.20 mmol) in a mixture of CDCl3 (1 mL) and CH2Cl2 (2.5 mL) at r.t. After 45 minutes, the reaction mixture was filtered through a pad of silica gel (5 g, 3 cm) washing with CH2Cl2 (20 mL) and concentrated in vacuo to yield pure 9h (53 mg, 90%) as a clear oil which became an off-white solid on addition of hexane: 1H NMR (270 MHz, CDCl3) d 2.20 (s, 6H), 4.50 (s, 2H), 5.70 (s, 2H), 7.09 (s, 2H), 7.50-7.56 (m, 1H), 7.69-7.72 (m, 2H), 8.16 (d, J=7.9 Hz, LH); 13C NMR (68 MHz, CDCl3) d 16.1, 64.7, 66.9, 125.4, 127.5, 128.8, 129.3, 130.3, 131.6, 134.1, 138.9, 147.3, 147.69, 152.7.

Provenance & Evidence