Pyridine → HCID 86752877, compound

Participants

Reaction Steps

A solution of dioxetane 3 (78.2 mg) in 15 mL of CH2Cl2 was placed under argon. Dry pyridine (40 μL, 2.3 eq.) was added followed after 5 min by 16.6 μL (1.1 eq.) of acetyl chloride. The reaction was judged complete by TLC after 2 hours, showing a new material which emitted blue-green light when the plate was heated. The volatiles were removed in vacuo leaving a yellow oil which was purified by preparative TLC using CH2Cl2 as eluent. A colorless oil (44 mg) was obtained: 1H NMR (CDCl3) δ 0.98 (m, 1H), 1.29 (m, 1H), 1.46-2.00 (m, 10H), 2.20 (br s, 1H), 2.325 (s, 3H), 3.06 (br s, 1H), 3.624 (dq, 1H), 3.938 (dq, 1H), 7.20 (dd, 1H), 7.28-7.64 (m, 3H).

Provenance & Evidence