Ammonium Chloride → HCID 86625215, compound

Participants

Reaction Conditions

Reaction Steps

70 mg of the compound [15-1] was dissolved in 5 mL of tetrahydrofuran and cooled to 0° C. Thereafter, 300 μL of benzylmagnesium chloride (2.0M tetrahydrofuran solution) was added thereto, and the mixture was stirred overnight while gradually heating back to room temperature. To the reaction solution was added a saturated aqueous solution of ammonium chloride, and the solution was extracted with ethyl acetate. The obtained organic layer was washed with water and saturated brine in that order, and dried over anhydrous sodium sulfate. The insolubles were filtered, the filtrate was concentrated under reduced pressure, and then the resulting residue was purified by preparative thin-layer chromatography, to obtain 11 mg of the tert-butyl {(1S)-1-[4-(1-hydroxy-2-phenylethyl) phenyl]ethyl}carbamate [16-1] (hereinafter, referred to as the compound [16-1]) as a colorless oily product.

Provenance & Evidence