Benzophenone imine → HCID 86624015, compound

Participants

Reaction Conditions

Reaction Steps

3,6-Bis-benzyloxy-2-bromo-naphthalene (2.47 g, 5.89 mmol), benzophenone imine (1.19 mL, 7.07), Pd2(dba)3 (0.013 g, 0.015 mmol), BINAP (0.027 g, 0.044 mmol) and sodium methoxide (0.445 g, 8.25 mmol) are added to a dry flask over nitrogen. Toluene (10 mL) is added at ambient temperature and the reaction heated to 110° C. for 15 h. The reaction mixture is poured into water and extracted with ethyl acetate. The organic layer is dried and evaporated to afford a brown oil, which is chromatographed over silica, eluting with a gradient of 100:1 to 20:1 hexanes/MTBE, to afford benzhydrylidene-(3,6-bis-benzyloxynaphthalen-2-yl)-amine.

Provenance & Evidence