Methyl 4-bromobenzoate → HCID 18512129, compound

Participants

Reaction Conditions

Reaction Steps

The product from Example 65B (0.4618 g, 1.33 mmoles), methyl-4-bromobenzoate (0.5707 g, 2.65 mmoles), K3PO4 (0.5634 g, 2.65 mmoles), Pd(OAc)2 (0.0238 g, 0.106 mmoles), and 2-(di-tert-butylphosphino)biphenyl (0.0475 g, 0.159 mmoles) was treated with toluene (3.9 mL) under a nitrogen atmosphere. The resulting red solution was degassed, stirred for 10 min, and heated to 100° C. overnight. The black solution was diluted with diethyl ether, extracted with sat. NH4Cl and sat. NaCl, dried (Na2SO4), and concentrated under reduced pressure. The residue was purified by flash chromatography (10:1 to 4:1 hexane:ethyl acetate) on silica gel to provide the title compound (0.5904 g, 92%) as a yellow oil.

Provenance & Evidence