methoxybenzene; trifluoroacetic acid in dichloromethane

Multi-step reaction with 6 steps 1: ammonium formate, Pd(OAc)2 / 10percent Pd/C / ethyl acetate; methanol / 6 h / Ambient temperature2: dicyclohexylcarbodiimide (DCC) / ethyl acetate / 1.) -20 deg C, overnight, 2.) RT, 4 h3: ammonium formate, Pd(OAc)2 / 10percent Pd/C / ethanol; dimethylformamide / 7 h / Ambient temperature4: dicyclohexylcarbodiimide (DCC) / ethyl acetate; dimethylformamide / 1.) -5 deg C, overnight, 2.) RT, 4 h5: ammonium formate, Pd(OAc)2 / 10percent Pd/C / methanol; dimethylformamide / 7 h / Ambient temperature6: dicyclohexylcarbodiimide (DCC) / ethyl acetate; dimethylformamide / 1.) -5 deg C, overnight, 2.) RT, 4 h  

Multi-step reaction with 4 steps 1: ammonium formate, Pd(OAc)2 / 10percent Pd/C / ethanol; dimethylformamide / 7 h / Ambient temperature2: dicyclohexylcarbodiimide (DCC) / ethyl acetate; dimethylformamide / 1.) -5 deg C, overnight, 2.) RT, 4 h3: ammonium formate, Pd(OAc)2 / 10percent Pd/C / methanol; dimethylformamide / 7 h / Ambient temperature4: dicyclohexylcarbodiimide (DCC) / ethyl acetate; dimethylformamide / 1.) -5 deg C, overnight, 2.) RT, 4 h  

Multi-step reaction with 2 steps 1: ammonium formate, Pd(OAc)2 / 10percent Pd/C / methanol; dimethylformamide / 7 h / Ambient temperature2: dicyclohexylcarbodiimide (DCC) / ethyl acetate; dimethylformamide / 1.) -5 deg C, overnight, 2.) RT, 4 h  

Multi-step reaction with 7 steps 1: 77.4 percent / NEt3, dicyclohexylcarbodiimide (DCC) / dimethylformamide; CH2Cl2 / 1.) -20 deg C, overnight, 2.) RT, 4 h2: ammonium formate, Pd(OAc)2 / 10percent Pd/C / ethyl acetate; methanol / 6 h / Ambient temperature3: dicyclohexylcarbodiimide (DCC) / ethyl acetate / 1.) -20 deg C, overnight, 2.) RT, 4 h4: ammonium formate, Pd(OAc)2 / 10percent Pd/C / ethanol; dimethylformamide / 7 h / Ambient temperature5: dicyclohexylcarbodiimide (DCC) / ethyl acetate; dimethylformamide / 1.) -5 deg C, overnight, 2.) RT, 4 h6: ammonium formate, Pd(OAc)2 / 10percent Pd/C / methanol; dimethylformamide / 7 h / Ambient temperature7: dicyclohexylcarbodiimide (DCC) / ethyl acetate; dimethylformamide / 1.) -5 deg C, overnight, 2.) RT, 4 h