Boron trifluoride etherate → HCID 57518631, compound

Participants

Reaction Steps

To a stirred solution of step 2 intermediate (0.2 g, 0.88 mmol) in dry dichloromethane (5 mL) under nitrogen atmosphere, was added Et3SiH (0.84 mL; 5.28 mmol) at 0° C. To this boron trifluoride etherate (0.33 mL, 2.6 mmol) was added dropwise over a period of 10 minutes. Stirring was continued for 5 hours at room temperature. After completion, the reaction mixture was quenched with saturated NaHCO3 solution and extracted with dichloromethane. Organic layer was separated and dried over anhydrous Na2SO4. Dichloromethane layer was concentrated under reduced pressure to obtain 165 mg of title compound. 1H NMR (400 MHz, CDCl3) δ ppm: 0.78 (s, 3H), 0.89 (s, 3H), 1.1 (s, 3H), 1.60-1.64 (m, 1H), 1.72-1.78 (m, 2H), 1.85 (s, 3H), 2.60-2.67 (m, 1H), 3.06 (d, J=10.96 Hz, 1H), 3.67 (d, J=10.92 Hz, 1H), 3.78 (d, J=10.48 Hz, 1H), 3.92 (d, J=10.48 Hz, 1H) 5.16 (bs, 1H). m/z (M+1): 212.2.

Provenance & Evidence