Triethylamine → Diethyl 4-(amino(4-methoxyphenyl)methyl)phenylphosphonate

Participants

Reaction Conditions

Reaction Steps

To a mixture of (4-bromophenyl)(4-methoxyphenyl)methanamine, 1-1-c, (2 g, 6.8 mmol), diethyl phosphate (1.1 g, 8.2 mmol) and Et3N (1.3 g, 10.2 mmol) in toluene (25 ml) was added Pd(PPh3)4 (1.5 g, 20%). The mixture was allowed to stir for two days at 100° C. The mixture was then diluted with saturated NH4Cl and extracted with EtOAc. The organic layer was dried over Na2SO4, concentrated, and purified over silica gel (5% MeOH/DCM) to obtain as an oil, 1-1-d, (1.00 g). 1HNMR (300 MHZ, DMSO-d): 1.29 (m, 6H), 3.77 (s, 3H), 4.10 (m, 4H), 5.19 (s, 1H), 6.82 (d, 2H), 7.26 (d, 2H), 7.48 (d, 2H), 7.74 (d, 2H).

Provenance & Evidence