HCID 67386995, compound → HCID 15719911, compound

HRID 590665Notes

Reaction equation

HRID 590665 reaction equation
[CH:1](=[C:3]1[CH2:7][N:6]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[C@H:5]([C:15]([O:17][CH3:18])=[O:16])[CH2:4]1)[CH3:2]>CCO.[Pd]>[CH2:1]([CH:3]1[CH2:7][N:6]([C:8]([O:10][C:11]([CH3:14])([CH3:12])[CH3:13])=[O:9])[C@H:5]([C:15]([O:17][CH3:18])=[O:16])[CH2:4]1)[CH3:2]

Participants

4

Reactant 1

HCID 67386995HCID 67386995, compound

Product 1

HCID 15719911HCID 15719911, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of (S)-1-tert-butyl 2-methyl 4-ethylidenepyrrolidine-1,2-dicarboxylate (50 g, 196 mmol), Pd/C (5 g) in EtOH (500 mL) was hydrogenated at room temperature overnight. The mixture was filtered and concentrated to afford (2S)-1-tert-butyl 2-methyl 4-ethylpyrrolidine-1,2-dicarboxylate (9.8 g, 97%) as colorless oil.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-20f9db38991b45abb873eb68c9d892ff
Source dataset
uspto-grants-2016_01
Patent number
US09233974B2

Reaction notes

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