3-Mercaptopropionic Acid → HCID 67779970, compound

Participants

Reaction Steps

To a 0° C. solution of the alcohol from Step 2 (275 mg) and 3-mercaptopropionic acid (64 mg) in 1,2-dichloroethane (10 mL) was added BF3 ·OEt2 (355 mg). After 1 hr. at 0° C., the reaction mixture was poured on 25% aqueous NH4OAc containing AcOH (3 drops) and EtOAc. The organic layer was separated and the aqueous further extracted with EtOAc (2×10 mL). The combined organic layers were washed with brine, dried with MgSO4 and solvents were removed under reduced pressure to yield an oil which was spectroscopically pure. The oil was dissolved in EtOH and 2N NaOH (1 equivalent) was added. Ethanol was removed under reduced pressure and the residue was dissolved in H2 0 and freeze dried to yield the title compound as a hemihydrate.

Provenance & Evidence