Sodium Carbonate → HCID 69056130, compound

Participants

Reaction Steps

A mixture of D13 (1.92 g, 5.55 mmol), methylboronic acid, (490 mg, 8.19 mmol) and tetrakis(triphenylphosphine) Pd(0), (315 mg) in dioxan (25 ml) was treated with aqueous sodium carbonate (7 ml). The mixture was heated at reflux for 16 h, allowed to cool, then diluted with water and extracted with DCM (2×50 ml). The organic phase was washed with brine, dried and concentrated to give a solid. T.I.c anlaysis showed that substantial quantities of starting material remained. The crude material was treated again with methylboronic acid, (490 mg, 8.19 mM) and tetrakis(triphenylphosphine) Pd(0), (315 mg) as above. T.I.c. showed complete conversion to the product which was purified by column chromatography to give the title compound as a colourless solid (1.34 g, 74%).

Provenance & Evidence