Water → HCID 5368479, compound

Participants

Reaction Conditions

Reaction Steps

Sodium hydride (60% wt., 181 mg) was suspended in dry tetrahydrofuran (5 ml) and cooled to 0° C. Triethyl phosphonoacetate (896 μl) was added dropwise. The reaction mixture was stirred at 0° C. for 30 min. After cooling to −78° C. 3-phenylpropionaldehyde (500 μl) was added dropwise. The reaction mixture was stirred at this temperature for 1 h. The reaction mixture was allowed to warm-up to room temperature, hydrolyzed with water/THF, poured into water and the aqueous layer was extracted twice with EtOAc. The combined organic layer was washed with brine, dried over Na2SO4, and concentrated. The crude was purified by flash column chromatography.

Provenance & Evidence