sodium hydrogencarbonate in N,N-dimethyl-formamide 24 h;

1: 24 percent / sodium hydroxide / CH2Cl2; H2O / 0 deg C, r.t., 2 h 2: 47 percent / potassium t-butoxide / 2-methyl-propan-2-ol / 3 h / Heating 3: 49 percent / sodium hydrogen carbonate / dimethylformamide / 24 h View Scheme

1: 1) sodium hydroxide (2 M); 2) sodium borohydride / 1) 30 min; 2) 6-10 deg C, 1+1+1+2 h 2: 24 percent / sodium hydroxide / CH2Cl2; H2O / 0 deg C, r.t., 2 h 3: 47 percent / potassium t-butoxide / 2-methyl-propan-2-ol / 3 h / Heating 4: 49 percent / sodium hydrogen carbonate / dimethylformamide / 24 h View Scheme

1: 47 percent / potassium t-butoxide / 2-methyl-propan-2-ol / 3 h / Heating 2: 49 percent / sodium hydrogen carbonate / dimethylformamide / 24 h View Scheme

methanol; sodium hydroxide; water Product distribution / selectivity;