1-Ethyl pyrrolidine-2-carboxylic acid benzyl ester → 1-ethyl-L-Proline

HRID 547263Notes

Reaction equation

HRID 547263 reaction equation
C([O:8][C:9]([CH:11]1[CH2:15][CH2:14][CH2:13][N:12]1[CH2:16][CH3:17])=[O:10])C1C=CC=CC=1>CO.[Pd]>[CH2:16]([N:12]1[CH2:13][CH2:14][CH2:15][C@H:11]1[C:9]([OH:10])=[O:8])[CH3:17]

Participants

4

Reactant 1

HCID 34497391-Ethyl pyrrolidine-2-carboxylic acid benzyl ester

Product 1

HCID 283547181-ethyl-L-ProlineYield 76%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 1-ethyl pyrrolidine-2-carboxylic acid benzyl ester (1.5 g, 6.43 mmol) and 10% Pd on charcoal in methanol (30 mL) was hydrogenated over 12 h. The reaction mixture was filtered through a pad of celite and the filtrate was concentrated to get title product (700 mg, 76%).

Workup

  1. filtrationThe reaction mixture was filtered through a pad of celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-1c3ed9e138bd4753a9071095cbb99fee
Source dataset
uspto-grants-2011_05
Patent number
US07939513B2

Reaction notes

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