Aniline → 2-Oxo-1-phenylpyrrolidine-3-carboxylic acid
Reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC1(C)[O:16][C:15](=O)[C:12]2([CH2:14][CH2:13]2)[C:11](=[O:18])[O:10]1>C(O)C>[O:16]=[C:15]1[CH:12]([C:11]([OH:18])=[O:10])[CH2:13][CH2:14][N:1]1[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of aniline (0.803 mL; 8.82 mmol) and 6,6-dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione (0.5 g; 2.94 mmol) in ethanol (3 mL) was irradiated in a microwave oven for 3 minutes at 100° C. and concentrated under reduced pressure. The crude material was purified by flash chromatography on silica gel (eluent 30 to 100% ethyl acetate in heptane with 5% acetic acid) to afford 0.456 g (76%) of 2-oxo-1-phenylpyrrolidine-3-carboxylic acid.
Workup
- customwas irradiated in a microwave oven for 3 minutes at 100° C.
- concentrationconcentrated under reduced pressure
- customThe crude material was purified by flash chromatography on silica gel (eluent 30 to 100% ethyl acetate in heptane with 5% acetic acid)
Sources & evidence
- ORD record
- ord-114d5e7274104f899ed584d84fd76767
- Source dataset
- uspto-grants-2016_09
- Patent number
- US09434722B2
Reaction notes
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