1: 4-fluorobezaldoxime With pyridine; N-chloro-succinimide in tetrahydrofuran T=60°C; 0.666667 h; Inert atmosphere; 2: propargyl alcohol With triethylamine in tetrahydrofuran T=50°C; 2 h; Inert atmosphere;

potassium hydrogencarbonate; copper(II) sulfate; sodium L-ascorbate in water; tert-butyl alcohol T=20°C; 1.5 h;

sodium hydroxide in ethanol

1.1: N-chlorosuccinimide / CH2Cl2 2.1: DCC; DMAP; PEG-OCOCH2CH2COOH / CH2Cl2 / 16 h / 20 °C 2.2: Et3N / CH2Cl2 / 20 °C 2.3: aq. NaOH / 3 h / 20 °C View Scheme

1: hydroxylamine hydrochloride; potassium hydroxide / ethanol; water / 25 °C 2: N-chloro-succinimide / N,N-dimethyl-formamide / 25 °C 3: triethylamine / toluene / 25 °C View Scheme