1: pyridinium chlorochromate / CH2Cl2 / 2 h / 25 °C 2: 2) H2O2 / 2) aq. methanol View Scheme

1: 97 percent / pyridine / Ambient temperature 2: 90 percent / NaI / butan-2-one / 1.5 h / Heating 3: 81 percent / hexamethylphosphoric acid triamide / 0.5 h / Ambient temperature 5: 70 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature 6: 97 percent / pyridinium chlorochromate, sodium acetate, Celite / CH2Cl2 / 1.5 h / Ambient temperature 7: 71 percent / tetrahydrofuran; diethyl ether / 1.8 h / -78 - 0 °C 8: 95 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h / Ambient temperature 9: 1.) sodium hydride / 1.) THF, RT, 1 h 2.) RT, overnight 10: 80 percent / 80percent aq CH3COOH / Ambient temperature 11: 77 percent / 1N aq NaHCO3, 1N aq KOH / ethanol; tetrahydrofuran / 4.5 h / 0 °C View Scheme