Tetrabutylammonium Fluoride → HCID 67497468, compound

Participants

Reaction Steps

To a flask with 30.C (110 mg, 0.15 mmol) was added THF 1.2 mL, and 0.2 mL TBAF (1M, 0.3 mmol). After 2 hours, the reaction was concentrated and worked up with water and 30% isopropanol in chloroform. The organic phase was washed with water and brine, dried and concentrated. Reverse phase HPLC purification 5-40% afforded product 30 (32 mg, 43%). 1H NMR (400 MHz, MeOH) δ ppm 8.93 (d, J=1.96 Hz, 1H) 7.94 (d, J=5.48 Hz, 1H) 7.39 (d, J=1.96 Hz, 1H) 7.23 (dd, J=8.61, 5.48 Hz, 2H) 6.98-7.05 (m, 2H) 6.93-6.97 (m, 1H) 6.89 (s, 1H) 6.76 (s, 1H) 4.12 (td, J=5.09, 1.96 Hz, 2H) 3.84-4.01 (m, 4H) 3.57 (dd, J=7.82, 5.87 Hz, 1H) 3.10 (dd, J=13.69, 7.80 Hz, 1H) 2.95 (dd, J=13.69, 7.83 Hz, 1H) 2.91 (s, 3H).

Provenance & Evidence