Sodium Bicarbonate → HCID 11020266, compound

Participants

Reaction Steps

A mixture of (2S,3R)-2-chloro-3-hydroxy-3-phenyl propionic acid (CIV, EXAMPLE 3, 2 g, 10 mmol) in methanol (20 ml, saturated with hydrochloric acid) is stirred at 25° for 1 hr. The reaction mixture is poured into a saturated aqueous sodium bicarbonate (20 ml) and extracted with ethyl acetate (20 ml×3). The combined organic phases are washed with water (20 ml) and dried over magnesium sulfate. Filtration and solvent removal under reduced pressure gives the title compound, [α]25D=−5.0° (c=1.5, CHCl3); NMR (300 MHz, CDCl3) 7.41-7.35, 5.19, 4.51 and 3.70 δ; CMR (300 MHz, CDCl3) 168.4, 138.1, 128.7, 128.5, 126.5, 74.4, 62.8 and 53.0 δ.

Provenance & Evidence