Acetone → L-Proline, 1-(1-methylethyl)- (9CI)
Reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][C@H:2]1[C:6]([OH:8])=[O:7].[CH3:9][C:10]([CH3:12])=O>CO.[Pd]>[CH:10]([N:1]1[CH2:5][CH2:4][CH2:3][C@H:2]1[C:6]([OH:8])=[O:7])([CH3:12])[CH3:9]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A suspension of (S)-pyrrolidine-2-carboxylic acid (5 g, 50 mmol), acetone (5.52 mL, 50 mmol) and 10% Pd/C (2.5 g) in methanol (100 mL) was stirred under hydrogen atmosphere for 6 to 12 hours. The reaction mixture was filtered on a pad of celite and the filtrate was concentrated. The residue obtained was filtered through a column of silica gel to afford (S)-1-isopropylpyrrolidine-2-carboxylic acid (8.0 g, 94%) as a colorless solid.
Workup
- filtrationThe reaction mixture was filtered on a pad of celite
- concentrationthe filtrate was concentrated
- customThe residue obtained
- filtrationwas filtered through a column of silica gel
Sources & evidence
- ORD record
- ord-c7bcac0a3a7c493a88ae0a1727cc1612
- Source dataset
- uspto-grants-2011_05
- Patent number
- US07939513B2
Reaction notes
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