1: 64 percent / tetraethylammonium bromide / dimethylformamide; CH2Cl2 / 120 h / Ambient temperature 2: 90 percent / hydrogen / 10percent Pd-C / acetic acid / 48 h 3: 82 percent / sodium methoxide / methanol / Ambient temperature View Scheme

1: 1.) tetraethylammonium bromide; 2.) ethyldiisopropylamine / 1.) dichloromethane, 30 min; 2.) dichloromethane, 3 d, r.t. 2: 98 percent / sodium methoxide / methanol / 8 h / Ambient temperature 3: hydrogen / 10percent palladium-on-carbon / aq. ethanol; methanol / 96 h / Ambient temperature View Scheme

1: 42 percent / tetraethylammonium bromide; 4 Angstroem molecular sieves / CH2Cl2 / 24 h / 20 °C 2: 71 percent / H2 / Pd-C / ethanol 3: H2 / Pd-C / ethanol View Scheme

1: 65 percent / tetraethylammonium bromide, molecular sieves / CH2Cl2; dimethylformamide / 16 h / Ambient temperature 2: 1.) hydrogen; 2.) sodium methoxide / 1.) palladium-on-carbon / 1.) methanol, 16 h; 2.) methanol View Scheme

molecular sieve; tetraethylammonium bromide in dichloromethane 6 h; Ambient temperature;

molecular sieve; tetraethylammonium bromide in dichloromethane 6 h; 2.4 equivalents of bromide reagent, rt, overnight;