Dichloromethane → HCl 4-amino-3-methoxybenzoyl methionine methyl ester

Participants

Reaction Steps

N-BOC-4-amino-3-methoxybenzoyl methionine methyl ester (0.71 g, 1.79 mmol) was taken up in CH2Cl2 (4 ml) and precipitated with 3-4M HCl/Et2O (12 ml). The precipitate was washed as usual with Et2O and dried overnight under vacuum to result in 0.55 g (88.3%) of reddish material. mp 176-177° C.; 1H NMR (CD3OD) 2.08 (3H, s), 2.21 (2H, m), 2.61 (2H, m), 3.74 (3H, s), 4.02 (3H, s), 4.79 (1H, m), 7.50 (1H, d, J=8.2 Hz), 7.57 (1H, d, J=4.1 Hz) 7.67 (1H, s); 13C NMR (CD3OD) 15.26, 31.34, 31.42, 52.95, 53.38, 57.12, 112.29, 121.43, 124.57, 124.77, 136.15, 153.67, 168.79, 173.81.

Provenance & Evidence