Multi-step reaction with 9 steps
1: 62.4 percent / diphenyl ether / 1.) 130 deg C, 40 min, 2.) reflux, 2 h
2: 3 h / 50 - 60 °C
3: NaHCO3 / methanol / 1.5 h
4: 36 percent / Ag2O / acetone / 2 h / Heating
5: 91 percent / 10percent aq. NaOH / methanol / Ambient temperature
6: 61 percent / Br2, I2 / CH2Cl2 / 24 h / Ambient temperature
7: 91 percent / 1.5 h / 70 - 80 °C
8: 1.) (Ph3P)2PdCl2, 2.) Ac2O / 1.) toluene, from 105 to 110 deg C, 16 h, 2.) 70 deg C, 1 h
9: 75 percent / 48percent aq. HBr, AcOH / acetic acid / 1.5 h / Heating
With
bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; hydrogen bromide; bromine; iodine; acetic anhydride; sodium hydrogencarbonate; acetic acid; silver(l) oxide;
In
methanol; diphenylether; dichloromethane; acetic acid; acetone;