Sodium Hydroxide → t-Butyl 2-(2-phenylthioethoxy)acetate

Participants

Reaction Steps

2-Phenylthioethanol (6.1 g), t-butylbromoacetate (7.9 ml), tetrabutylammoniumbromide (1.3 g), toluene (80 ml), and 75% aqueous sodium hydroxide (40 ml) were stirred together for 72 hours. The organic layer was separated and the aqueous layer extracted with dichloromethane. The combined organics were washed with brine, dried (MgSO4) and the solvent was removed in vacuo to provide the subtitle compound (12.07 g).

Provenance & Evidence