1: 1.) phosphorus(V)oxide; 2.) sodium borohydride; 3.) pyridine / 1.) dimethyl sulfoxide, N,N-dimethylformamide, 2 h, 45-50 deg C; 2.) methanol, 30 min, r.t.; 3.) 16 h r.t. 2: 73 percent / sodium methoxide / methanol / 4 °C View Scheme

in dimethyl sulfoxide 3 h; Ambient temperature;

pyridine; P2O5; sodium tetrahydroborate 1.) dimethyl sulfoxide, N,N-dimethylformamide, 2 h, 45-50 deg C; 2.) methanol, 30 min, r.t.; 3.) 16 h r.t.; Yield given. Multistep reaction;

in dimethyl sulfoxide T=40°C; 1.5 h;

in dimethyl sulfoxide 3 h; Ambient temperature;