triethylamine in acetonitrile 34 h; Heating; Further byproducts given;

1: 1) NaH / 1) THF, 55 deg C, 24 h, 2) a) -25 deg C, 2 h, b) to r.t., 3 h 2: 72 percent / PCC, NaOAc / CH2Cl2 / 5 h / Ambient temperature 3: 87 percent / ethyl acetate / 17 h / Ambient temperature 4: 3 percent / Et3N / acetonitrile / 34 h / Heating View Scheme

1: 72 percent / PCC, NaOAc / CH2Cl2 / 5 h / Ambient temperature 2: 87 percent / ethyl acetate / 17 h / Ambient temperature 3: 3 percent / Et3N / acetonitrile / 34 h / Heating View Scheme

1: 87 percent / ethyl acetate / 17 h / Ambient temperature 2: 3 percent / Et3N / acetonitrile / 34 h / Heating View Scheme