Diisopropylamine → HCID 11462234, compound

Participants

Reaction Steps

To a mixture under N2 of 3-ethynyl-benzoic acid ethyl ester (9) (50 mg), 7-iodo-3,3-dimethyl-3,4-dihydro-2H-benzo[b][1,4]dioxepine (5) (87 mg) (example 1b), [PdCl2(PPh3)2] (10 mg) and copper(I) iodide (5.5 mg) is added a degassed mixture of THF (2.5 ml) and diisopropylamine (2.5 ml). After 5.5 h stirring at RT hexane (15 ml) is added and the mixture is washed with 1 N aq. HCl sol. (2×15 ml), H2O (15 ml) and brine (15 ml). After drying over MgSO4 the solvent is evaporated and the product is purified by flash chromatography (silica gel, hexane/1% AcOEt). 55 mg of 3-(3,3-dimethyl-3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-ylethynyl)-benzoic acid ethyl ester (10) are obtained as a colourless gum, MS (ESI) 350.2 (M•)+.

Provenance & Evidence