Methanamine, N-methoxy-, hydrochloride (1:1) → HCID 23517383, compound

Participants

Reaction Steps

A solution of 23 (1.7 g, 5.7 mmol), N,O Dimethylhydroxyamine HCl (1.7 g, 17.1 mmol), DMAP (2.1 g, 17.1 mmol), and EDCl (1.9 g, 10 mmol) in DMF (30 ml) was stirred at rt for 1 hr. The reaction was then poured into 2 NHCl and extracted with EtOAc which was dried over MgSO4, concentrated, and the product was purified by column chromatography on silica gel (30% Et OAc/Hex) to give 121 as a solid (1.4 g, 74%); Mp=109–111° C.; 1H NMR (CDCl3) δ 7.77 (d, 2 H, J=8.7 Hz), 7.09 (d, 1 H, J=2.4 Hz), 6.99–6.95 (m, 3 H), 6.84 (s, 1 H), 3.86 (s, 6 H), 3.69 (s, 3 H), 3.40 (s, 3 H); MS 342 (M+H)+

Provenance & Evidence