Triphenylphosphine → Methyl 2-(4-fluorophenyl)-4,5-dihydrooxazole-4-carboxylate

Participants

Reaction Steps

To 25 ml tetrahydrofuran was added methyl 2-[(4-fluorophenyl)carbonylamino]-3-hydroxypropanoate (0.750 g, 3 mmol), triphenylphosphine (1.0 g, 4.5 mmol) and diisopropylazodicarboxylate (0.800 g, 4.5 mmol). The reaction was stirred at room temperature under nitrogen until SM was shown to be consumed (TLC, 1:1 Ethyl Acetate:Hexane). The reaction mixture was concentrated under reduced pressure and purified using a Flash 40 Column (1:1 EtOAc:Hexane, 20 psi) to yield 1 g of methyl 2-(4-fluorophenyl)-1,3-oxazoline-4-carboxylate (M+1=224.2).

Provenance & Evidence