Propargyl alcohol → HCID 21964572, compound

Participants

Reaction Steps

Pd(Ph3P)4 (0.27 g), CuBrSMe2 (0.11 g) and propargyl alcohol (0.72 g, 12.9 mmol) are added successively to a solution of dimethyl 3,5-dibromoterephthalate (Al 15, 2.0 g, 5.7 mmol) in triethylamine (40 ml), and the mixture is stirred at RT for 10 min and then under reflux at 80° C. for 3.5 h. After cooling, the reaction mixture is filtered off with suction through kieselguhr and washed with ethyl acetate (20 ml). The organic phase is concentrated under reduced pressure. Further purification is carried out by chromatography [toluene/acetone (8:2)] on a silica gel column. This gives the title compound (1.4 g) as a colorless solid. TLC, silica gel (glass plates), [toluene/acetone (8:2)], Rf=0.20.

Provenance & Evidence