Reaktion #591567

Reaktionsgleichung

methanol

1-tert-Butyl 2-methyl (2S)-4-hydroxy-4-phenylpyrrolidine-1,2-dicarboxylate

trifluoroacetic acid

methylene chloride

hydrogen

→

desired product

methyl (2S,4R)-4-phenylpyrrolidine-2-carboxylate

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvents were evaporated
2. 2
   workup.ADDITIONgas-filled-balloon for 3 h
3. 3
   FiltrationThe mixture was filtered
4. 4
   Einengenthe filtrate was concentrated

Vorschrift

1-tert-Butyl 2-methyl (2S)-4-hydroxy-4-phenylpyrrolidine-1,2-dicarboxylate (0.32 g, 0.0010 mol) was treated with trifluoroacetic acid (1.00 mL, 0.0130 mol) and methylene chloride (1.00 mL, 0.0156 mol) at rt for 4 h. The solvents were evaporated and the residue was dissolved in methanol (5.0 mL, 0.12 mol). Palladium (50.0 mg, 0.000470 mol) was added under nitrogen and the resulting mixture was hydrogenized with a hydrogen-gas-filled-balloon for 3 h. The mixture was filtered and the filtrate was concentrated to give the desired product, which was directly used in the next step without further purification.

Quelle