Hydrochloric Acid → HCID 67076913, compound

Participants

Reaction Steps

5.00 g (24.4 mmol) (S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionic acid in 5 ml dimethylformamide were added to a suspension of 2.25 g (51.7 mmol) sodium hydride (55%) in 5 ml dimethylformamide at 0° C. The suspension was stirred for 1 hour and then 4.5 ml (26.8 mmol) 2,5-difluoro-nitrobenzene was added. After additional 3 hours of stirring at 0° C. the mixture was poured on ice/water. The ph was adjusted to 1 by adding 7 ml 25% aqueous hydrochloric acid. Extraction with ethylacetate and chromatography on silicagel with ethylacetate/heptane 1:1 yielded 4.35 g (52%) (S)-2-tert-butoxycarbonylamino-3-(4-fluoro-2-nitro-phenoxy)-propionic acid as yellow solid, MS m/e (%): 343.0 (M−H+, 100).

Provenance & Evidence