HCID 21348554, compound → HCID 21348552, compound

HRID 2186477Notes

Reaction equation

HRID 2186477 reaction equation
[C:1]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH:13]=[CH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]>CO.[Pd]>[C:1]([N:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

Participants

4

Reactant 1

HCID 21348554HCID 21348554, compound

Product 1

HCID 21348552HCID 21348552, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of (S)-(+)-N-Boc-2-styrylpyrrolidine (0.56 g, 2.1 mmol) in 10 mL of methanol was added a catalytic amount of 10% Pd/C. The mixture was hydrogenated on a Parr shaker at 50 psi for 5 h. The mixture was filtered and the solution was concentrated under reduced pressure to give the title compound as a light yellow oil (0.53 g, 95%). ES (+) MS m/e=276 (M+H).

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-5cc027f49f904c88a90b4a647103f6e4
Source dataset
uspto-grants-2002_06
Patent number
US06403792B1

Reaction notes

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