Hydrochloric Acid → HCID 21063916, compound

Participants

Reaction Steps

Compound from example 76A (1.42 g, 5 mmol), N-methylpyrrolidinone (2.8 mL), Fe(acac)3 (120 mg, 0.34 mmol) and dry THF (30 mL) were stirred under nitrogen at room temperature. Isopentylmagnesium bromide (0.46 M in THF, 13 mL) was added by syringe. After stirring for fifteen minutes, HCl 2N (25 mL) was slowly added. The mixture was diluted with water and extracted three times with EtOAc. The organic layers were combined, washed with water and then brine, were dried over MgSO4 and were concentrated. Purification was achieved using flash chromatography on SiO2 with hexanes/EtOAc 98:2. A colourless oil was obtained (848 mg, 82%). NMR 1H (ppm, CDCl3): 7.85-7.81 (m, 2H), 7.37-7.29 (m, 2H), 3.90 (s, 3H), 2.67-2.61 (m, 2H), 1.62-1.46 (m, 3H), 0.92 (d, J3=6.3 Hz, 6H).

Provenance & Evidence