Acetic acid, 2,2-dimethoxy-, methyl ester → N-[(3-Chlorophenyl)methyl]-2,2-dimethoxyacetamide

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Reaction Steps

Into a vial were added methyl dimethoxyacetate (1.9 g, 14 mmol) and 3-chlorobenzylamine (2.0 g, 14 mmol), this mixture was stirred at room temperature over two days. The product was triturated with hexane (3×) and re-crystallized from hexane, affording the desired product as oil that solidified over time. 1H NMR (400 MHz, CDCl3): δ=3.43 (s, 6H), 4.47 (d, J=6.1 Hz, 2H), 4.77 (s, 1H), 6.91 (br. s., 1H), 7.15-7.21 (m, 1H), 7.25-7.30 (m, 3H). MS (ES+): m/z=243.93/245.81 [MH+]. HPLC: tR=2.80 min (ZQ2, polar—5 min).

Provenance & Evidence