Triphenylcarbinol → HCID 178526183, compound

Participants

Reaction Steps

A solution of 0.48 g (2 mmol) 4,4-dithiodibutyric acid in freshly distilled dioxane (20 ml) was stirred under a nitrogen atmosphere. Then 0.52 ml (2.1 mmol) tributylphosphine and 50 μl water were added and the reaction mixture was stirred for 4 hours at room temperature. After removing the solvents in vacuo the crude product was dissolved in 25 ml DMF together with 1.15 g (4.4 mmol) triphenylmethanol, and the solution was stirred for 30 minutes at 60° C. After the solution was cooled to ambient temperature, 580 μl (4.6 mmol) borontrifluor etherate was added and the reaction mixture was stirred overnight at 80° C. The solution was concentrated in vacuo and the product purified by column chromatography (silica, eluent: ethyl acetate/hexane 1:1 v/v). After recrystalization from ethyl acetate/hexane the product was obtained as white needles with a yield of 50%.

Provenance & Evidence