Sodium Hydroxide → HCID 57144615, compound

Participants

Reaction Steps

The protected ester (0.84 g, 2.36 mmol) was dissolved in 3:1 tetrahydrofuran-methanol and treated with aqueous sodium hydroxide (1.0 N, 3.0 mL, 3.00 mmol) at ˜42° C. overnight. The reaction was concentrated. The residue was partitioned between ethyl acetate and water and acidified with 1 N aqueous hydrochloric acid. The organic phase was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated. Purification by flash chromatography (Biotage 40M, 20:80 ethyl acetate-hexanes) gave (R)-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid. (Yield 0.63 g, 69.9%).

Provenance & Evidence