1: triethylamine / CHCl3 2: POCl3 / 0.5 h / 100 - 110 °C 3: 80.8 percent / 2N NaOH / ethanol / 0.25 h / 90 deg C bath 4: SOCl2 / 1 h / Heating 5: NaBH4, 2N HCl / 1,2-dimethoxy-ethane / ice cooling 30 min, reflux 30 min 6: SOCl2 / 0.5 h / Ambient temperature 7: dimethylsulfoxide / 1.5 h 8: 2N NaOH / ethanol / 3 h / Heating View Scheme

1: triethylamine / CHCl3 2: POCl3 / 0.5 h / 100 - 110 °C 3: 80.8 percent / 2N NaOH / ethanol / 0.25 h / 90 deg C bath 4: SOCl2 / 1 h / Heating 5: NaBH4, 2N HCl / 1,2-dimethoxy-ethane / ice cooling 30 min, reflux 30 min View Scheme

aluminium trichloride in nitromethane

1: 87 percent / potassium carbonate / toluene / 1) reflux, 3 h, 2) room temperature, 16 h 2: 76 percent / n-butyllithium / tetrahydrofuran / 18 h / Ambient temperature View Scheme

potassium carbonate in toluene 1) reflux, 3 h, 2) room temperature, 16 h;

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Multi-step reaction with 2 steps 1: triethylamine / CHCl3 2: POCl3 / 0.5 h / 100 - 110 °C  

Multi-step reaction with 6 steps 1: triethylamine / CHCl3 2: POCl3 / 0.5 h / 100 - 110 °C3: 80.8 percent / 2N NaOH / ethanol / 0.25 h / 90 deg C bath4: SOCl2 / 1 h / Heating5: NaBH4, 2N HCl / 1,2-dimethoxy-ethane / ice cooling 30 min, reflux 30 min6: SOCl2 / 0.5 h / Ambient temperature