Hydrochloric Acid → HCID 19698390, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 60% sodium hydride (1.36 g, 34 mmol) in DMF (35 mL) was added diethyl malonate (7.00 g, 43.7 mmol). The mixture was heated at 60° C. for 1.5 h, allowed to cool at room temperature and 3-methyl-6-nitrostyrene (4.80 g, 29.4 mmol) in DMF (10 mL) was added dropwise. The mixture was again heated at 4°~50° C. for 4 h, poured into 0.1N hydrochloric acid, and extracted with a 1:1 toluene/ethyl acetate. The extract was washed with brine, dried over magnesium sulfate, and concentrated. The residue was purified by silica gel column chromatography with 10:1 hexane/ethyl acetate to give 2.70 g of the title compound (28%).

Provenance & Evidence