Pivalic acid → HCID 69672702, compound

Participants

Reaction Conditions

Reaction Steps

To a degassed mixture of potassium carbonate (1.27 g, 9 mmol), palladium(II)trimethyl acetate (47 mg, 0.15 mmol), tris(p-fluorophenyl)phosphine (48 mg, 0.15 mmol) and trimethylacetic acid (93 mg, 0.9 mmol) was added 1-bromo-4-chloro-2-((3-methoxyphenoxy)methyl)benzene (1 g, 3 mmol) in N,N-dimethylacetamide (14 mL). The reaction was heated to 60° C. under argon for 18 hours. Upon completion, the reaction mixture was cooled to room temperature. The products were loaded directly onto a silica gel packed column and eluted using Hexanes/ethyl acetate to yield 8-chloro-3-methoxy-6H-benzo[c]chromene (739 mg, 98%)

Provenance & Evidence