mercaptoacetic acid in propionic acid T=170°C; 1.3 h;

1: 70 percent / H2 / 5percent Pd/C / tetrahydrofuran / 25 °C / 2068.6 - 5171.5 Torr 2: 1.) conc. HCl, NaNO2, 2.) NaOAc / 1.) HOAc, H2O, 10 deg C, 30 min, 2.) HOAc, H2O, RT, 1 h 3: NaOAc / acetic acid; H2O / 2 h / 106 °C 4: 50percent H2SO4 / acetic acid; H2O / 2 h / Heating 5: 71 percent / mercaptoacetic acid / propionic acid / 1.3 h / 170 °C View Scheme

1: 83.5 percent / AlCl3 / CHCl3 / a) RT, overnight, b) reflux, 1 h 2: 70 percent / H2 / 5percent Pd/C / tetrahydrofuran / 25 °C / 2068.6 - 5171.5 Torr 3: 1.) conc. HCl, NaNO2, 2.) NaOAc / 1.) HOAc, H2O, 10 deg C, 30 min, 2.) HOAc, H2O, RT, 1 h 4: NaOAc / acetic acid; H2O / 2 h / 106 °C 5: 50percent H2SO4 / acetic acid; H2O / 2 h / Heating 6: 71 percent / mercaptoacetic acid / propionic acid / 1.3 h / 170 °C View Scheme

1: 83.5 percent / AlCl3 / CHCl3 / a) RT, overnight, b) reflux, 1 h 2: 70 percent / H2 / 5percent Pd/C / tetrahydrofuran / 25 °C / 2068.6 - 5171.5 Torr 3: 1.) conc. HCl, NaNO2, 2.) NaOAc / 1.) HOAc, H2O, 10 deg C, 30 min, 2.) HOAc, H2O, RT, 1 h 4: NaOAc / acetic acid; H2O / 2 h / 106 °C 5: 50percent H2SO4 / acetic acid; H2O / 2 h / Heating 6: 71 percent / mercaptoacetic acid / propionic acid / 1.3 h / 170 °C View Scheme

1: 1.) conc. HCl, NaNO2, 2.) NaOAc / 1.) HOAc, H2O, 10 deg C, 30 min, 2.) HOAc, H2O, RT, 1 h 2: NaOAc / acetic acid; H2O / 2 h / 106 °C 3: 50percent H2SO4 / acetic acid; H2O / 2 h / Heating 4: 71 percent / mercaptoacetic acid / propionic acid / 1.3 h / 170 °C View Scheme

1: NaOAc / acetic acid; H2O / 2 h / 106 °C 2: 50percent H2SO4 / acetic acid; H2O / 2 h / Heating 3: 71 percent / mercaptoacetic acid / propionic acid / 1.3 h / 170 °C View Scheme

1: 50percent H2SO4 / acetic acid; H2O / 2 h / Heating 2: 71 percent / mercaptoacetic acid / propionic acid / 1.3 h / 170 °C View Scheme