1: HCl / diethyl ether / Heating 2: H2 / PtO2 / ethanol 3: 1.) Na, 3.) conc. HCl View Scheme

1: H2 / PtO2 / ethanol 2: 1.) Na, 3.) conc. HCl View Scheme

1: 1) piperidine, 2) conc. H2SO4 / 1) pyridine 2: hydrogen / 5percent Pd/C / ethanol 3: sodium wire / diethyl ether / 18 h / Ambient temperature 4: ethanol / 7 h / Heating View Scheme

1: 97 percent / hydrochloric acid / diethyl ether / 48 h / Heating 2: 89 percent / hydrogen / platinum oxide hydrate / aq. ethanol / 18 h / 1520 - 2280 Torr 3: potassium carbonate / acetone 4: 1.) lithium diisopropylamide / 1.) THF, -78 -> -60 deg C, 2.) ethanol, reflux; other reagent: sodium View Scheme

1: 89 percent / hydrogen / platinum oxide hydrate / aq. ethanol / 18 h / 1520 - 2280 Torr 2: potassium carbonate / acetone 3: 1.) lithium diisopropylamide / 1.) THF, -78 -> -60 deg C, 2.) ethanol, reflux; other reagent: sodium View Scheme

1: potassium carbonate / acetone 2: 1.) lithium diisopropylamide / 1.) THF, -78 -> -60 deg C, 2.) ethanol, reflux; other reagent: sodium View Scheme

hydrogenchloride; sodium Multistep reaction;

in ethanol 7 h; Heating; Yield given;

acetic acid; chloroacetic acid 18 h; Heating;