Phenylacetaldehyde → HCID 86676363, compound

Participants

Reaction Steps

The product from step A (770 mg, 2.81 mmol) in 1,2-dichloroethane (10 mL) was treated at rt with phenylacetaldehyde (0.987 mL, 8.44 mmol), sodium acetate (231 mg, 2.81 mmol) and sodium triacetoxyborohydride (1.79 g, 8.44 mmol). The mixture was stirred at rt for approximately 18 h, then poured into 1 M sodium hydroxide (10 mL) and extracted with ethyl acetate. The combined organic portions were dried with anhydrous sodium sulfate, filtered, and the filtrate was concentrated. The resulting residue was purified by column chromatography on SiO2 (10% MeOH/methylene chloride) to afford the title compound. HPLC/MS: 342.3 (M+1); Rt=1.00 min (2 minute method).

Provenance & Evidence