3-Methoxybenzaldehyde → HCID 18172426, compound

Participants

Reaction Steps

Alternatively, to a solution of 2-benzylamino-1-(4-methoxy-phenyl)-ethanol (1.20 g, 4.66 mmol, see Preparation 61) and 3-methoxybenzaldehyde (0.700 g, 5.13 mmol) in 1,2 DCE (25 ml) was added NaB(OAc)3H. The mixture was stirred at RT overnight. The reaction mixture was poured into sat. NaHCO3 (30 ml) and extracted with CH2Cl2 (3×50 ml). The combined organics were dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified via flash chromatography (Biotage 15% EtOAc/hexanes) to give the title product (1.72 g, 4.56 mmol, 98% yield).

Provenance & Evidence