acetic acid in benzene 4 h; Heating;

1: 93 percent / n-BuLi / hexane; diethyl ether / 1.) -20 deg C, 50 min, 2.) - 20 deg C, 1 h, 3.) 2 h 2: 74 percent / n-BuLi / hexane; tetrahydrofuran / 1.) -20 deg C --> 0 deg C, 45 min, 2.) 12 h 3: HgCl2 / methanol; H2O / 4 h / Heating 4: KOH / methanol / 2 h / Heating View Scheme

1: 74 percent / n-BuLi / hexane; tetrahydrofuran / 1.) -20 deg C --> 0 deg C, 45 min, 2.) 12 h 2: HgCl2 / methanol; H2O / 4 h / Heating 3: KOH / methanol / 2 h / Heating View Scheme

1: HgCl2 / methanol; H2O / 4 h / Heating 2: KOH / methanol / 2 h / Heating View Scheme

1: 96 percent / AcOH / benzene / 4 h / Heating 2: 93 percent / n-BuLi / hexane; diethyl ether / 1.) -20 deg C, 50 min, 2.) - 20 deg C, 1 h, 3.) 2 h 3: 74 percent / n-BuLi / hexane; tetrahydrofuran / 1.) -20 deg C --> 0 deg C, 45 min, 2.) 12 h 4: HgCl2 / methanol; H2O / 4 h / Heating 5: KOH / methanol / 2 h / Heating View Scheme

1: 96 percent / AcOH / benzene / 4 h / Heating 2: 93 percent / n-BuLi / hexane; diethyl ether / 1.) -20 deg C, 50 min, 2.) - 20 deg C, 1 h, 3.) 2 h 3: 74 percent / n-BuLi / hexane; tetrahydrofuran / 1.) -20 deg C --> 0 deg C, 45 min, 2.) 12 h 4: HgCl2 / methanol; H2O / 4 h / Heating 5: KOH / methanol / 2 h / Heating View Scheme

1: H2NOH*HCl / ethanol; H2O / 24 h / Heating 2: H2SO4 / 3 h / Heating View Scheme

1: 83 percent / n-BuLi, i-Pr2NH / hexane; tetrahydrofuran / 1.) -25 deg C, 70 min, 2.) 2 h 2: H2NOH*HCl / ethanol; H2O / 24 h / Heating View Scheme

1: 83 percent / n-BuLi, i-Pr2NH / hexane; tetrahydrofuran / 1.) -25 deg C, 70 min, 2.) 2 h 2: H2NOH*HCl / ethanol; H2O / 24 h / Heating 3: H2SO4 / ethanol / 3 h / Heating View Scheme

hydroxylamine hydrochloride in ethanol; water 24 h; Heating;