4-Methoxybenzaldehyde → HCID 18416185, compound

Participants

Reaction Steps

This compound was prepared by General Method 3 (EXAMPLE 1) from 3,4-dihydro-7-nitro-2H-1,4-benzoxazine (EXAMPLE 1) (305 mg, 1.7 mmol), p-anisaldehyde (2.3 g, 17 mmol) and NaBH3CN (532 mg, 8.4 mmol) to afford 361 mg (70%) of 3,4-dihydro-4-(p-methoxybenzyl)-7-nitro-2H-1,4-benzoxazine, an yellow solid. Data for 3,4-dihydro-4-(p-methoxybenzyl)-7-nitro-2H-1,4-benzoxazine: Rf 0.79 (3:2 EtOAc:hexanes); 1H NMR (400 MHz, CDCl3) δ 7.76 (dd, 1H, J=9.0, 2.6), 7.70 (d, 1H, J=2.5), 7.14 (d, 2H, J=8.6), 6.88 (d, 2H, J=8.6), 6.63 (d, 1H, J=9.1), 4.54 (s, 2H), 4.26 (t, 2H, J=4.5), 3.80 (s, 3H), 3.51 (t, 2H, J=4.6).

Provenance & Evidence