Hydrochloric Acid → HCID 66884695, compound

Participants

Reaction Steps

Sodium borohydride (4.3 mg, 0.11 mmol) was added to a solution of (4-{(R)-2-[(E)-4-(3-chlorophenyl)-3-oxo-but-1-enyl]-5-oxo-pyrrolidin-1-yl}-butoxy)-acetic acid methyl ester (42 mg, 0.10 mmol) in CH2Cl2 (1 mL) at 0° C. Methanol (3 drops) was added and the reaction was stirred at rt for 3 h. Aqueous HCl (0.5 M, 5 mL) was added and the mixture was extracted with CH2Cl2 (3×5 mL). The combined organic phase was dried (Na2SO4), filtered and concentrated in vacuo. The residue was purified by flash column chromatography (0%→5% MeOH/CH2Cl2) to afford 31 mg (73%) of (4-{(R)-2-[(E)-4-(3-chlorophenyl)-3-hydroxy-but-1-enyl]-5-oxo-pyrrolidin-1-yl}-butoxy)-acetic acid methyl ester.

Provenance & Evidence