Triethylamine → HCID 60152049, compound

Participants

Reaction Steps

Stir a mixture of 3-(2-dimethylaminomethyl-bicyclo[3.2.1]oct-3-yl)-phenol (200 mg, 0.772 mmol), 2,2-dimethyl-propionyl chloride (111.6 mg, 0.927 mmol) and triethyl amine (234 mg, 2.316 mmol) in CH2Cl2 (40 mL) at ambient temperature for 12 hours. Concentrate the mixture under reduced pressure, and purify the residue by preparative TLC to afford 2,2-dimethyl-propionic acid 3-(2-dimethylaminomethyl-bicyclo[3.2.1]oct-3-yl)-phenyl ester as white solid (217 mg, Yield: 81.9%). MS (m/z): 344 (M+1). 1H NMR (400 MHz, Methanol-d4) δ 7.36-7.40 (t, J=13.6, 1H), 7.19-7.21 (d, J=7.2, 1H), 7.03 (s, 1H), 6.92-6.94 (d, J=8.0, 1H), 2.97-3.03 (t, J=23.6, 1H), 2.49-2.68 (m, 6H), 2.40-2.44 (d, J=13.2, 1H), 2.35 (s, 2H), 2.17-2.21 (m, 2H), 1.60-1.84 (m, 8H), 1.37 (s, 9H).

Provenance & Evidence