sodium bis(2-methoxyethoxy)aluminium dihydride in toluene 1.) RT, 0.5 h, 2.) reflux, 18 h;

1: 1.) 12 N aq. HCl, aq. NaNO2, 2.) NaOAc, CuCl2*2H2O, 3.) 2,6-lutidine 2: 93 percent / K2CO3 / CH2Cl2 / Irradiation 3: 86 percent / NaAlH2(OCH2CH2OCH3)2 (Vitride-T) / toluene / 1.) RT, 0.5 h, 2.) reflux, 18 h View Scheme

1: 93 percent / K2CO3 / CH2Cl2 / Irradiation 2: 86 percent / NaAlH2(OCH2CH2OCH3)2 (Vitride-T) / toluene / 1.) RT, 0.5 h, 2.) reflux, 18 h View Scheme

1: 1.) 12 N aq. HCl, aq. NaNO2, 2.) NaOAc, CuCl2*2H2O, 3.) 2,6-lutidine 2: 93 percent / K2CO3 / CH2Cl2 / Irradiation 3: 86 percent / NaAlH2(OCH2CH2OCH3)2 (Vitride-T) / toluene / 1.) RT, 0.5 h, 2.) reflux, 18 h View Scheme