Triphenylphosphine → HCID 66649725, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of trifluoro-methanesulfonic acid 3-tert-butyl-5-methoxy-phenyl ester (60.67 g, 194 mmol), Zn(CN)2 (15.97 g, 136 mmol), PPh3 (8.15 g, 31.1 mmol) and Pd(OAc)2 (1.745 g, 7.77 mmol) in dimethyl acetamide (174 mL) was heated at 150° C. for 16 h. The cold reaction mixture was poured onto water and TBME. The mixture was filtered over Celite, separated and the organic phase was washed with 1M H2SO4, water and brine. The product was dried over MgSO4, evaporated and distilled at ˜5 mbar, bp 94-100° C. to provide the title compound as a colorless oil: TLC (AcOEt-hexane 1:9) Rf=0.35; LCMS RtH2=2.73 min; ESIMS [M+H]+=190; 1H NMR (400 MHz, CDCl3): δ 7.27 (s, 1H), 7.13 (s, 1H), 6.93 (s, 1H), 3.82 (s, 3H), 1.30 (s, 9H).

Provenance & Evidence