Methyl chloroglyoxylate → HCID 57904866, Verbindung

To a solution of 2-fluoro-N-methylethanamine hydrochloride salt (1 g, 8.81 mmol) in CH2Cl2 (40.0 mL) was added drop-wise diisopropyl-ethylamine (5.59 mL, 32.0 mmol) followed by the drop-wise addition of methyl 2-chloro-2-oxoacetate (0.981 g, 8.01 mmol) and the resulting mixture stirred for 3 h under N2. The solution was concentrated and the residue was taken up in ethyl acetate (20 mL), washed with 1N HCl (2×15 mL) followed by saturated aqueous sodium bicarbonate (15 mL). The organic phase was dried (MgSO4), filtered, and concentrated to give the title compound as a clear oil (1.2 g, 92% yield). 1H NMR (500 MHz, CDCl3) δ: 4.46-4.73 (2 H, m) 3.82-3.93 (3 H, m) 3.60-3.77 (2 H, m) 3.01-3.20 (3 H, m). LCMS (M+H) calcd for C6H11FNO3: 164.07; found: 164.11.