Triethylamine → HCID 57962099, compound

Participants

Reaction Conditions

Reaction Steps

1-Bromo-3-methoxy-5-nitrobenzene (0.50 g, 2.00 mmol), tert-butyl (3-vinylphenyl)carbamate (0.56 g, 2.15 mmol), tetra-N-butylammonium chloride (59.9 mg, 0.22 mmol), palladium acetate (48 mg, 0.22 mmol), and triethylamine (0.75 mL, 5.39 mmol) were stirred in N,N-dimethylformamide (5.7 mL) and heated to 110° C. for 20 hours. The mixture was cooled to RT, ethyl acetate and brine were added. The ethyl acetate was separated and the aqueous layer was extracted two more times with ethyl acetate. The combined ethyl acetate extracts were dried over sodium sulfate, filtered, and concentrated. Purification by silica chromatography using ethyl acetate and hexanes gave the desired compound (0.45 g, 60%). LCMS for C20H23N2O5 (M+H)+: m/z=371.2.

Provenance & Evidence