Chloroform → 4-Phenylmorpholine

Participants

Reaction Steps

According to General Procedure B, a mixture of bromobenzene (53 μL, 0.50 mmol), morpholine (52 μL, 0.60 mmol), NaOt-Bu (67 mg, 0.70 mmol), Pd2(dba)3.CHCl3 (10 mg, 0.01 mmol) and 12f (8 mg, 0.02 mmol) in PhMe (2.5 mL), was heated, cooled and filtered. Column chromatography (6:1:93 Et2O/Et3N/hexane, silica gel) gave 52h (67 mg, 82%) as a colorless solid. 1H NMR (600 MHz, CDCl3) δ 7.32 (t, 2H, J=4.2 Hz), 6.97-6.91 (m, 3H), 3.90 (t, 4H, J=2.4 Hz), 3.19 (t, 4H, J=2.4 Hz); 13C NMR (150.9 MHz, CDCl3) δ 151.3, 129.2, 120.1, 115.7, 67.0, 49.4.

Provenance & Evidence