2-benzhydrylsulfanylethanamine

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 2-mercaptoethylamine hydrochloride (12.058 g, 0.106 mol) and diphenylmethanol (20.062 g, 0.109 mol) in CF3CO2H (180 ml) was stirred at room temperature for 5.5 hours, then evaporated to a brownish/orange oil. Ether (500 ml) and 2N NaOH (200 ml) were added. The ether layer was washed with water (3×100 ml), saturated aqueous NaCl (100 ml), dried (MgSO4) and most of the ether removed in vacuo. The solution was cooled to -10° giving white crystalline compound (XXVI). This material was filtered, washed with cold ether and dried in vacuo (18.323 g, 71%). The volume of the combined washing and filtrate was reduced and cooled (-10° C.) giving a second crop, combined yield 20.479 g (84%), mp 74° . evaporated to a brownish/orange oil Ether (500 ml) and 2N NaOH (200 ml) were added The ether layer was washed with water (3×100 ml), saturated aqueous NaCl (100 ml) dried (MgSO4) most of the ether removed in vacuo The solution was cooled to -10°

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 2-mercaptoethylamine hydrochloride (12.058 g, 0.106 mol) and diphenylmethanol (20.062 g, 0.109 mol) in CF3CO2H (180 ml) was stirred at room temperature for 5.5 hours, then evaporated to a brownish/orange oil. Ether (500 ml) and 2N NaOH (200 ml) were added. The ether layer was washed with water (3×100 ml), saturated aqueous NaCl (100 ml), dried (MgSO4) and most of the ether removed in vacuo. The solution was cooled to -10° giving white crystalline compound (XXVI). This material was filtered, washed with cold ether and dried in vacuo (18.323 g, 71%). The volume of the combined washing and filtrate was reduced and cooled (-10° C.) giving a second crop, combined yield 20.479 g (84%), mp 74° . evaporated to a brownish/orange oil Ether (500 ml) and 2N NaOH (200 ml) were added The ether layer was washed with water (3×100 ml), saturated aqueous NaCl (100 ml) dried (MgSO4) most of the ether removed in vacuo The solution was cooled to -10°